Patents by Inventor Shengming Ma

Shengming Ma has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).

  • Patent number: 11623907
    Abstract: The present invention discloses a method for directly constructing highly optically active tetrasubstituted allenic acid compounds, i.e., a one-step process for directly constructing highly optically active axially chiral tetrasubstituted allenic acid compounds by using tertiary propargyl alcohol, carbon monoxide and water as reactants in an organic solvent in the presence of palladium catalyst, chiral diphosphine ligand, monophosphine ligand and organic phosphoric acid. The method of the present invention has the following advantages: operations are simple, raw materials and reagents are readily available, the reaction conditions are mild, the substrate has high universality, the functional group has good compatibility, and the reaction has high enantioselectivity (90%˜>99% ee).
    Type: Grant
    Filed: December 4, 2019
    Date of Patent: April 11, 2023
    Assignee: FUDAN UNIVERISTY
    Inventors: Shengming Ma, Weifeng Zheng, Hui Qian
  • Publication number: 20220332739
    Abstract: The present invention discloses a phosphine nitrogen ligand with multiple chiral centers and its synthesis method and application. The ligand has the axial chirality of a biaryl skeleton and the central chirality of a chiral amine. The chiral ligand is synthesized from commercially available raw materials through a simple five-step reaction, and the resulting diastereomer can be separated by simple column chromatography or recrystallization. The chiral phosphine nitrogen ligand synthesized by the present invention can catalyze the asymmetric three-component coupling reaction of terminal alkynes, aldehydes and amines, and realize the efficient preparation of chiral propargyl amines with high optical activity.
    Type: Application
    Filed: May 13, 2020
    Publication date: October 20, 2022
    Applicant: SHANGHAI INSTITUTE OF ORGANIC CHEMISTRY, CHINESE ACADEMY OF SCIENCES
    Inventors: Shengming MA, Qi LIU, Haibo XU
  • Publication number: 20220298096
    Abstract: The present invention discloses a newly high-efficiency method for co-production of carboxylic acid and ?-caprolactone based on the aerobic oxidation, that is, under the developed catalytic system, the aldehyde is oxidized to corresponding carboxylic acid while cyclohexanone is oxidized to ?-caprolactone, realizes the co-production of carboxylic acid and ?-caprolactone. The salient features of this method include the use of cheap and readily available substrates, mild reaction conditions, environmentally friendly, and easy operation. It can realize the co-production of carboxylic acid and high value-added ?-caprolactone.
    Type: Application
    Filed: July 21, 2020
    Publication date: September 22, 2022
    Applicant: ZHEJIANG UNIVERSITY
    Inventors: Shengming MA, Jinxian LIU
  • Publication number: 20220242892
    Abstract: The present invention relates to the design and synthesis of a class of novel chiral phosphine ligand, 1,2-bis(diphenylphosphinoalkylamido)-1,2-disubstituted ethane, and use in asymmetric catalytic reactions, such as asymmetric catalytic synthesis of pyrazoline-5-one with a chiral quaternary carbon center, i.e., highly enantioselective synthesis of 3-methyl-4-benzyl-4-(2-butyl-2,3-butadienyl)pyrazoline-5-one by using 3-methyl-4-benzylpyrazoline-5-one and benzyl (2-butyl-2,3-butadienyl) carbonate with tris(dibenzylideneacetone)dipalladium-chloroform adduct and this novel ligand as catalysts. The ligand designed by this present invention has the following advantages: the structure is novel, the synthesis and enlarge are simple, the enantioselective control effect in the practical reaction is excellent, which has a broad application prospect in chiral catalysis.
    Type: Application
    Filed: July 8, 2020
    Publication date: August 4, 2022
    Applicant: ZHEJIANG UNIVERSITY
    Inventors: Shengming MA, Yuchen ZHANG
  • Publication number: 20220127215
    Abstract: The present invention discloses a method for preparing aldehydes or ketones via aerobic oxidation of alcohols with the copper salts and nitroxide radicals as catalysts. Both oxygen and air could be used as oxidants, after 4 to 48 hours of reaction in an organic solvent at room temperature, the alcohols are efficiently oxidized to the corresponding aldehydes or ketones. The present invention has the following advantages: easy to operate, refraining from using chlorides which are corrosive to equipment, readily available raw materials and reagents, mils reaction conditions, the broad substrate scope, good functional group tolerance, convenient purification, environmentally friendly and no pollution. Thus, the method is suitable for industrial production.
    Type: Application
    Filed: January 17, 2020
    Publication date: April 28, 2022
    Applicant: FUDAN UNIVERSITY
    Inventors: Shengming MA, Di ZHAI
  • Publication number: 20220064096
    Abstract: The present invention discloses a method for directly constructing highly optically active tetrasubstituted allenic acid compounds, i.e., a one-step process for directly constructing highly optically active axially chiral tetrasubstituted allenic acid compounds by using tertiary propargyl alcohol, carbon monoxide and water as reactants in an organic solvent in the presence of palladium catalyst, chiral diphosphine ligand, monophosphine ligand and organic phosphoric acid. The method of the present invention has the following advantages: operations are simple, raw materials and reagents are readily available, the reaction conditions are mild, the substrate has high universality, the functional group has good compatibility, and the reaction has high enantioselectivity (90%˜>99% ee).
    Type: Application
    Filed: December 24, 2019
    Publication date: March 3, 2022
    Applicant: FUDAN UNIVERSITY
    Inventors: Shengming MA, Weifeng ZHENG, Hui QIAN
  • Patent number: 10469172
    Abstract: A transceiver comprises: a sampling phase optimization stage comprising: a first interpolator; a first equalizer coupled to the first interpolator; a first optimizer coupled to the first equalizer; and an output; and an equalization stage coupled to the output and comprising: a buffer; a second interpolator coupled to the buffer; and a second equalizer coupled to the second interpolator. A method comprising: receiving an optical burst signal; determining an optimum sampling phase based on a portion of a digital signal representing the optical burst signal; and equalizing all of the digital signal using the optimum sampling phase.
    Type: Grant
    Filed: November 2, 2018
    Date of Patent: November 5, 2019
    Assignee: Futurewei Technologies, Inc.
    Inventors: Xiang Liu, Frank Effenberger, Huaiyu Zeng, Shuchang Yao, Lei Zhou, Xianbo Dai, Shengming Ma, Lin Huang
  • Publication number: 20190074905
    Abstract: A transceiver comprises: a sampling phase optimization stage comprising: a first interpolator; a first equalizer coupled to the first interpolator; a first optimizer coupled to the first equalizer; and an output; and an equalization stage coupled to the output and comprising: a buffer; a second interpolator coupled to the buffer; and a second equalizer coupled to the second interpolator. A method comprising: receiving an optical burst signal; determining an optimum sampling phase based on a portion of a digital signal representing the optical burst signal; and equalizing all of the digital signal using the optimum sampling phase.
    Type: Application
    Filed: November 2, 2018
    Publication date: March 7, 2019
    Inventors: Xiang Liu, Frank Effenberger, Huaiyu Zeng, Shuchang Yao, Lei Zhou, Xianbo Dai, Shengming Ma, Lin Huang
  • Patent number: 10153844
    Abstract: A transceiver comprises: a sampling phase optimization stage comprising: a first interpolator; a first equalizer coupled to the first interpolator; a first optimizer coupled to the first equalizer; and an output; and an equalization stage coupled to the output and comprising: a buffer; a second interpolator coupled to the buffer; and a second equalizer coupled to the second interpolator. A method comprising: receiving an optical burst signal; determining an optimum sampling phase based on a portion of a digital signal representing the optical burst signal; and equalizing all of the digital signal using the optimum sampling phase.
    Type: Grant
    Filed: April 3, 2017
    Date of Patent: December 11, 2018
    Assignee: Futurewei Technologies, Inc.
    Inventors: Xiang Liu, Frank Effenberger, Huaiyu Zeng, Shuchang Yao, Lei Zhou, Xianbo Dai, Shengming Ma, Lin Huang
  • Publication number: 20180287706
    Abstract: A transceiver comprises: a sampling phase optimization stage comprising: a first interpolator; a first equalizer coupled to the first interpolator; a first optimizer coupled to the first equalizer; and an output; and an equalization stage coupled to the output and comprising: a buffer; a second interpolator coupled to the buffer; and a second equalizer coupled to the second interpolator. A method comprising: receiving an optical burst signal; determining an optimum sampling phase based on a portion of a digital signal representing the optical burst signal; and equalizing all of the digital signal using the optimum sampling phase.
    Type: Application
    Filed: April 3, 2017
    Publication date: October 4, 2018
    Inventors: Xiang Liu, Frank Effenberger, Huaiyu Zeng, Shuchang Yao, Lei Zhou, Xianbo Dai, Shengming Ma, Lin Huang
  • Patent number: 9873713
    Abstract: The present invention relates to a process for efficiently synthesizing highly optically active 1,3-disubstituted allenes, i.e., a one-step process for preparing highly optically active 1,3-disubstituted allenes by using a functionalized terminal alkyne, an aldehyde and a chiral ?,?-diphenyl prolinol as reactants under the catalysis of a divalent copper salt. The operation of the process is simple, and the raw materials and reagents are readily available. The process has a broad-spectrum of substrates and a good compatibility for a wide variety of functional groups such as glycosidic units, primary alcohols, secondary alcohols, tertiary alcohols, amides, malonates, etc., and does not require the protection for the functional groups. The obtained axially chiral allene has a moderate to high yield and a good diastereoselectivity or enantioselectivity.
    Type: Grant
    Filed: October 10, 2014
    Date of Patent: January 23, 2018
    Assignee: ZHEJIANG UNIVERSITY
    Inventors: Shengming Ma, Xin Huang, Chunling Fu
  • Patent number: 9701601
    Abstract: The present invention relates to an optically active axially chiral ?-allenic alcohol, a synthesis method and use thereof. The invention relates to a method of preparing a highly optically active chiral ?-allenic alcohol by using propargyl alcohol, aldehyde and chiral ?,?-diphenyl-L-prolinol under the protection of tert-butyldimethylsilyl with an accelerant zinc bromide. The axially chiral ?-allenic alcohol has the structural formula (I). The method of the present invention has the following advantages: the synthesis route is short, operations are simple, raw materials are readily available, separation and purification are convenient, the substrate has high universality, the total yield is high, and enantioselectivity and diastereoselectivity are high.
    Type: Grant
    Filed: November 20, 2012
    Date of Patent: July 11, 2017
    Assignee: SHANGHAI INSTITUTE OF ORGANIC CHEMISTRY, CHINESE ACADEMY OF SCIENCES
    Inventors: Shengming Ma, Juntao Ye
  • Publication number: 20160185812
    Abstract: The present invention relates to a process for efficiently synthesizing highly optically active 1,3-disubstituted allenes, i.e., a one-step process for preparing highly optically active 1,3-disubstituted allenes by using a functionalized terminal alkyne, an aldehyde and a chiral ?,?-diphenyl prolinol as reactants under the catalysis of a divalent copper salt. The operation of the process is simple, and the raw materials and reagents are readily available. The process has a broad-spectrum of substrates and a good compatibility for a wide variety of functional groups such as glycosidic units, primary alcohols, secondary alcohols, tertiary alcohols, amides, malonates, etc., and does not require the protection for the functional groups. The obtained axially chiral allene has a moderate to high yield and a good diastereoselectivity or enantioselectivity.
    Type: Application
    Filed: October 10, 2014
    Publication date: June 30, 2016
    Applicant: ZHEJIANG UNIVERSITY
    Inventors: Shengming MA, Xin HUANG, Chunling FU
  • Patent number: 9243011
    Abstract: The present invention relates to the compound of dialkyl(2-alkoxy-6-aminophenyl)phosphine and the preparation method thereof and the application in the palladium catalyzed coupling reactions of aryl chloride and ketone. The dialkyl(2-alkoxy-6-aminophenyl)phosphine of the present invention could coordinate with the palladium catalyst to highly selectively activate the inert carbon-chlorine bond, and to catalyze direct arylation reaction in the ?-position of ketones to produce corresponding coupling compounds. The preparation method of the present invention is a simple one-step method which produces the air-stable dialkyl(2-alkoxy-6-aminophenyl)phosphine. Compared with the synthetic routes of ligands to be used in the activation of carbon-chlorine bonds in the prior arts, the preparation method of the present invention has the advantages of short route and easy operation.
    Type: Grant
    Filed: July 3, 2012
    Date of Patent: January 26, 2016
    Assignee: ZHEJIANG UNIVERSITY
    Inventors: Shengming Ma, Bo Lv, Chunling Fu
  • Patent number: 9006491
    Abstract: The current invention relates to the structure, synthesis of dialkyl(2,4,6- or 2,6-alkoxyphenyl)phosphine or its tetrafluoroborate, as well as its applications in the palladium catalyzed carbon-chlorine bond activation for Suzuki coupling reactions and carbon-nitrogen bond formation reactions. The dialkyl(2,4,6- or 2,6-alkoxyphenyl)phosphine or its tetrafluoroborate could coordinate with the palladium catalyst to activate the inert carbon-chlorine bond highly selectively and catalyze Suzuki coupling reaction with arylboronic acid or carbon-nitrogen bond formation reaction with organic amines. The current invention uses only one step to synthesize dialkyl(2,4,6- or 2,6-alkoxyphenyl)phosphine and its tetrafluoroborate is stable in the air. Compared with known synthetic routes of ligands used in activating carbon-chlorine bonds, the method of current invention is short, easy to operate.
    Type: Grant
    Filed: December 21, 2009
    Date of Patent: April 14, 2015
    Assignee: Zhejiang University
    Inventors: Shengming Ma, Bo Lü, Chunling Fu
  • Publication number: 20140309422
    Abstract: The present invention relates to the compound of dialkyl(2-alkoxy-6-aminophenyl)phosphine and the preparation method thereof and the application in the palladium catalyzed coupling reactions of aryl chloride and ketone. The dialkyl(2-alkoxy-6-aminophenyl)phosphine of the present invention could coordinate with the palladium catalyst to highly selectively activate the inert carbon-chlorine bond, and to catalyze direct arylation reaction in the ?-position of ketones to produce corresponding coupling compounds. The preparation method of the present invention is a simple one-step method which produces the air-stable dialkyl(2-alkoxy-6-aminophenyl)phosphine. Compared with the synthetic routes of ligands to be used in the activation of carbon-chlorine bonds in the prior arts, the preparation method of the present invention has the advantages of short route and easy operation.
    Type: Application
    Filed: July 3, 2012
    Publication date: October 16, 2014
    Applicant: ZHEJIANG UNIVERSITY
    Inventors: Shengming Ma, Bo Lv, Chunling Fu
  • Patent number: 8748669
    Abstract: Provided is a process for producing aldehydes or ketones by oxidizing alcohols with oxygen, which comprises oxidizing alcohols to aldehydes or ketones in an organic solvent at room temperature with oxygen or air as an oxidant, wherein ferric nitrate (Fe(NO3)3.9H2O), 2,2,6,6-tetramethylpiperidine N-oxyl (TEMPO) and an inorganic chloride are used as catalysts, the reaction time is 1-24 hours, and the molar ratio of said alcohols, 2,2,6,6-tetramethylpiperidine N-oxyl and the inorganic chloride is 100:1˜10:1˜10:1˜10. The present process has the advantages of high yield, mild reaction conditions, simple operation, convenient separation and purification, recoverable solvents, substrates used therefor being various and no pollution, and therefore it is adaptable to industrialization.
    Type: Grant
    Filed: July 30, 2010
    Date of Patent: June 10, 2014
    Assignees: East China Normal University, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences
    Inventors: Shengming Ma, Jinxian Liu, Jinqiang Kuang, Yu Liu, Yuli Wang, Qiong Yu, Weiming Yuan, Suhua Li, Bo Chen, Jiajia Cheng, Baoqiang Wan, Juntao Ye, Shichao Yu
  • Publication number: 20120220792
    Abstract: Provided is a process for producing aldehydes or ketones by oxidizing alcohols with oxygen, which comprises oxidizing alcohols to aldehydes or ketones in an organic solvent at room temperature with oxygen or air as an oxidant, wherein ferric nitrate (Fe(NO3)3.9H2O), 2,2,6,6-tetramethylpiperidine N-oxyl (TEMPO) and an inorganic chloride are used as catalysts, the reaction time is 1-24 hours, and the molar ratio of said alcohols, 2,2,6,6-tetramethylpiperidine N-oxyl and the inorganic chloride is 100:1˜10:1˜10:1˜10. The present process has the advantages of high yield, mild reaction conditions, simple operation, convenient separation and purification, recoverable solvents, substrates used therefor being various and no pollution, and therefore it is adaptable to industrialization.
    Type: Application
    Filed: July 30, 2010
    Publication date: August 30, 2012
    Inventors: Shengming Ma, Jinxian Liu, Jinqiang Kuang, Yu Liu, Yuli Wang, Qiong Yu, Weiming Yuan, Suhua Li, Bo Chen, Jiajia Cheng, Baoqiang Wan, Juntao Ye, Shichao Yu
  • Publication number: 20120197030
    Abstract: The current invention relates to the structure, synthesis of dialkyl(2,4,6- or 2,6-alkoxyphenyl)phosphine or its tetrafluoroborate, as well as its applications in the palladium catalyzed carbon-chlorine bond activation for Suzuki coupling reactions and carbon-nitrogen bond formation reactions. The dialkyl(2,4,6- or 2,6-alkoxyphenyl)phosphine or its tetrafluoroborate could coordinate with the palladium catalyst to activate the inert carbon-chlorine bond highly selectively and catalyze Suzuki coupling reaction with arylboronic acid or carbon-nitrogen bond formation reaction with organic amines. The current invention uses only one step to synthesize dialkyl(2,4,6- or 2,6-alkoxyphenyl)phosphine and its tetrafluoroborate is stable in the air. Compared with known synthetic routes of ligands used in activating carbon-chlorine bonds, the method of current invention is short, easy to operate.
    Type: Application
    Filed: December 21, 2009
    Publication date: August 2, 2012
    Applicant: Zhejiang University
    Inventors: Shengming Ma, Bo Lü, Chunling Fu