Patents by Inventor Yuncai Zhang

Yuncai Zhang 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: 10364219
    Abstract: Disclosed is a new method for preparing an azetidinone compound represented by formula (I). The carboxylic ketoester represented by formula (II) serves as the raw material and is subjected to Grignard addition, stereoselective dehydration, ester group reduction, hydroxyl group protection, addition with imine after condensation with a chiral auxiliary, cyclization and deprotection to obtain the compound represented by formula (I). The present invention has advantages of easily available raw material, a few synthetic steps, simple operation, high yield, good stereoselectivity and low cost, and can be used for industrial production.
    Type: Grant
    Filed: December 8, 2017
    Date of Patent: July 30, 2019
    Assignee: Zhejiang Hisun Pharmaceutical Co., Ltd.
    Inventors: Hua Bai, Xuyang Zhao, Yuncai Zhang, Xufei Li, Yong Zhang, Dezhou Xu, Li Zhang, Xiaojie Xu, Qifeng Zhu, Xiaoming Wang, Zhiqing Yang, Zehua Zhong, Jian Zhang
  • Publication number: 20180099930
    Abstract: Disclosed is a new method for preparing an azetidinone compound represented by formula (I). The carboxylic ketoester represented by formula (II) serves as the raw material and is subjected to Grignard addition, stereoselective dehydration, ester group reduction, hydroxyl group protection, addition with imine after condensation with a chiral auxiliary, cyclization and deprotection to obtain the compound represented by formula (I). The present invention has advantages of easily available raw material, a few synthetic steps, simple operation, high yield, good stereoselectivity and low cost, and can be used for industrial production.
    Type: Application
    Filed: December 8, 2017
    Publication date: April 12, 2018
    Applicant: Zhejiang Hisun Pharmaceutical Co., Ltd.
    Inventors: Hua Bai, Xuyang Zhao, Yuncai Zhang, Xufei Li, Yong Zhang, Dezhou Xu, Li Zhang, Xiaojie Xu, Qifeng Zhu, Xiaoming Wang, Zhiqing Yang, Zehua Zhong, Jian Zhang
  • Patent number: 9926268
    Abstract: Disclosed is a new method for preparing an azetidinone compound represented by formula (I). The carboxylic ketoester represented by formula (II) serves as the raw material and is subjected to Grignard addition, stereoselective dehydration, ester group reduction, hydroxyl group protection, addition with imine after condensation with a chiral auxiliary, cyclization and deprotection to obtain the compound represented by formula (I). The present invention has advantages of easily available raw material, a few synthetic steps, simple operation, high yield, good stereoselectivity and low cost, and can be used for industrial production.
    Type: Grant
    Filed: June 5, 2015
    Date of Patent: March 27, 2018
    Assignee: Zhejiang Hisun Pharmaceutical Co., Ltd.
    Inventors: Hua Bai, Xuyang Zhao, Yuncai Zhang, Xufei Li, Yong Zhang, Dezhou Xu, Li Zhang, Xiaojie Xu, Qifeng Zhu, Xiaoming Wang, Zhiqing Yang, Zehua Zhong, Jian Zhang
  • Patent number: 9802891
    Abstract: The present invention provides crystal forms of the compound of (3R,4S)-4-(4-hydroxyphenyl)-3-[3-(4-fluorophenyl)-4-hydroxybut-2(Z)-enyl]-1-(4-fluorophenyl)-2-azetidinone (formula A). The crystal forms can be characterized by X-ray powder diffraction (XRPD) spectra, differential scanning calorimetry (DSC) spectra, infrared absorption spectra and so on. Meanwhile, the present invention also provides methods for preparing the crystal forms of the compound of formula A, pharmaceutical compositions and uses thereof.
    Type: Grant
    Filed: December 21, 2016
    Date of Patent: October 31, 2017
    Assignee: Zhejiang Hisun Pharmaceutical Co., Ltd.
    Inventors: Hongyuan Wei, Chongjun Liu, Xuyang Zhao, Xiaojie Xu, Hua Bai, Yuncai Zhang
  • Patent number: 9776959
    Abstract: The present invention provides crystal forms of the compound of (3R,4S)-4-(4-hydroxyphenyl)-3-[3-(4-fluorophenyl)-4-hydroxybut-2(Z)-enyl]-1-(4-fluorophenyl)-2-azetidinone (formula A). The crystal forms can be characterized by X-ray powder diffraction (XRPD) spectra, differential scanning calorimetry (DSC) spectra, infrared absorption spectra and so on. Meanwhile, the present invention also provides methods for preparing the crystal forms of the compound of formula A, pharmaceutical compositions and uses thereof.
    Type: Grant
    Filed: December 21, 2016
    Date of Patent: October 3, 2017
    Assignee: Zhejiang Hisun Pharmaceutical Co., Ltd.
    Inventors: Hongyuan Wei, Chongjun Liu, Xuyang Zhao, Xiaojie Xu, Hua Bai, Yuncai Zhang
  • Publication number: 20170121281
    Abstract: Disclosed is a new method for preparing an azetidinone compound represented by formula (I). The carboxylic ketoester represented by formula (II) serves as the raw material and is subjected to Grignard addition, stereoselective dehydration, ester group reduction, hydroxyl group protection, addition with imine after condensation with a chiral auxiliary, cyclization and deprotection to obtain the compound represented by formula (I). The present invention has advantages of easily available raw material, a few synthetic steps, simple operation, high yield, good stereoselectivity and low cost, and can be used for industrial production.
    Type: Application
    Filed: June 5, 2015
    Publication date: May 4, 2017
    Applicant: Zhejiang Hisun Pharmaceutical Co., Ltd.
    Inventors: Hua BAI, Xuyang ZHAO, Yuncai ZHANG, Xufei LI, Yong ZHANG, Dezhou XU, Li ZHANG, Xiaojie XU, Qifeng ZHU, Xiaoming WANG, Zhiqing YANG, Zehua ZHONG, Jian ZHANG
  • Publication number: 20170114016
    Abstract: The present invention provides crystal forms of the compound of (3R,4S)-4-(4-hydroxyphenyl)-3-[3-(4-fluorophenyl)-4-hydroxybut-2(Z)-enyl]-1-(4-fluorophenyl)-2-azetidinone (formula A). The crystal forms can be characterized by X-ray powder diffraction (XRPD) spectra, differential scanning calorimetry (DSC) spectra, infrared absorption spectra and so on. Meanwhile, the present invention also provides methods for preparing the crystal forms of the compound of formula A, pharmaceutical compositions and uses thereof.
    Type: Application
    Filed: December 21, 2016
    Publication date: April 27, 2017
    Applicant: Zhejiang Hisun Pharmaceutical Co., Ltd.
    Inventors: Hongyuan Wei, Chongjun Liu, Xuyang Zhao, Xiaojie Xu, Hua Bai, Yuncai Zhang
  • Publication number: 20170114015
    Abstract: The present invention provides crystal forms of the compound of (3R,4S)-4-(4-hydroxyphenyl)-3-[3-(4-fluorophenyl)-4-hydroxybut-2(Z)-enyl]-1-(4-fluorophenyl)-2-azetidinone (formula A). The crystal forms can be characterized by X-ray powder diffraction (XRPD) spectra, differential scanning calorimetry (DSC) spectra, infrared absorption spectra and so on. Meanwhile, the present invention also provides methods for preparing the crystal forms of the compound of formula A, pharmaceutical compositions and uses thereof.
    Type: Application
    Filed: December 21, 2016
    Publication date: April 27, 2017
    Applicant: Zhejiang Hisun Pharmaceutical Co., Ltd.
    Inventors: Hongyuan Wei, Chongjun Liu, Xuyang Zhao, Xiaojie Xu, Hua Bai, Yuncai Zhang
  • Patent number: 9567298
    Abstract: The present invention provides crystal forms of the compound of (3R,4S)-4-(4-hydroxyphenyl)-3-[3-(4-fluorophenyl)-4-hydroxybut-2(Z)-enyl]-1-(4-fluorophenyl)-2-azetidinone (formula A). The crystal forms can be characterized by X-ray powder diffraction (XRPD) spectra, differential scanning calorimetry (DSC) spectra, infrared absorption spectra and so on. Meanwhile, the present invention also provides methods for preparing the crystal forms of the compound of formula A, pharmaceutical compositions and uses thereof.
    Type: Grant
    Filed: September 5, 2013
    Date of Patent: February 14, 2017
    Assignee: Zhejiang Hisun Pharmaceutical Co., Ltd.
    Inventors: Hongyuan Wei, Chongjun Liu, Xuyang Zhao, Xiaojie Xu, Hua Bai, Yuncai Zhang
  • Publication number: 20150218091
    Abstract: The present invention provides crystal forms of the compound of (3R,4S)-4-(4-hydroxyphenyl)-3-[3-(4-fluorophenyl)-4-hydroxybut-2(Z)-enyl]-1-(4-fluorophenyl)-2-azetidinone (formula A). The crystal forms can be characterized by X-ray powder diffraction (XRPD) spectra, differential scanning calorimetry (DSC) spectra, infrared absorption spectra and so on. Meanwhile, the present invention also provides methods for preparing the crystal forms of the compound of formula A, pharmaceutical compositions and uses thereof.
    Type: Application
    Filed: September 5, 2013
    Publication date: August 6, 2015
    Applicant: Zhejiang Hisun Pharmaceutical Co., Ltd.
    Inventors: Hongyuan Wei, Chongjun Liu, Xuyang Zhao, Xiaojie Xu, Hua Bai, Yuncai Zhang
  • Patent number: 8623855
    Abstract: Preparation of azetidinone compounds and medical use thereof are provided by the present invention. More particularly, azetidionne compounds, shown as formula (I), wherein R1, R2, R3, R4, R5 and R6 are defined in description, and preparation methods thereof are provided by the present invention. The compounds of the present invention can reduce the levels of total cholesterol (TC) and low density lipoprotein cholesterol (LDL-C) in plasma, and can be used as medicaments for reducing cholesterol in blood. Therefore the compounds of the present invention can be used to treat or prevent diseases of atherosclerosis, cacergasia of blood vessel, cardiac failure, coronary artery disease, angiocardiopathy, myocardial, angina, hyperlipoidemia and hypercholesteremia and the like. Preparation method of compounds of formula (I) and intermediate compounds are also provided by the present invention.
    Type: Grant
    Filed: August 9, 2010
    Date of Patent: January 7, 2014
    Assignee: Zhejiang Hisun Pharmaceutical Co., Ltd.
    Inventors: Hua Bai, Xuyang Zhao, Xiaojie Xu, Xiaoyu Liu, Yuncai Zhang, Ying Chen, Xiaohe Zheng, Maojian Gu, Qifeng Zhu, Yong Zhang, Hairong Luo
  • Publication number: 20120208994
    Abstract: Preparation of azetidinone compounds and medical use thereof are provided by the present invention. More particularly, azetidionne compounds, shown as formula (I), wherein R1, R2, R3, R4, R5 and R6 are defined in description, and preparation methods thereof are provided by the present invention. The compounds of the present invention can reduce the levels of total cholesterol (TC) and low density lipoprotein cholesterol (LDL-C) in plasma, and can be used as medicaments for reducing cholesterol in blood. Therefore the compounds of the present invention can be used to treat or prevent diseases of atherosclerosis, cacergasia of blood vessel, cardiac failure, coronary artery disease, angiocardiopathy, myocardial, angina, hyperlipoidemia and hypercholesteremia and the like. Preparation method of compounds of formula (I) and intermediate compounds are also provided by the present invention.
    Type: Application
    Filed: August 9, 2010
    Publication date: August 16, 2012
    Applicant: ZHEJIANG HISUN PHARMACEUTICAL CO., LTD.
    Inventors: Hua Bai, Xuyang Zhao, Xiaojie Xu, Xiaoyu Liu, Yuncai Zhang, Ying Chen, Xiaohe Zheng, Maojian Gu, Qifeng Zhu, Yong Zhang, Hairong Luo