Patents Assigned to PPG-SIPSY
  • Publication number: 20080139851
    Abstract: A process is used for the preparation of 1,3,2-oxazaborolidine compounds. This process prepares compounds of formula (I) or (IA): in which: R1 is an alkyl or an aryl; and R2, R3, R4 and R5 are especially a hydrogen atom or an alkyl, wherein the following are reacted in two steps: a) a boric precursor compound with an acetal compound to give a boronate compound; and b) the boronate compound with an amino alcohol compound. This process avoids by-products and exhibits a very good stereospecificity.
    Type: Application
    Filed: January 25, 2007
    Publication date: June 12, 2008
    Applicant: PPG-SIPSY
    Inventors: Alain Burgos, Stephane Frein
  • Publication number: 20080125606
    Abstract: An in situ or one-pot process for the preparation of the compounds of formula (I) uses a compound of general formula (I): and includes: a) the hydrogenation of a nitrile group of the compound of general formula (II): in which R1 to R4 are especially H or alkyl and n varies from 0 to 4, in the presence of a hydrogenation catalyst, a methylating agent and an organic acid as solvent, and at a temperature Ta below the initiation temperature of a reductive amination reaction, to give a primary amine from the nitrile group; and b) the reductive amination of the primary amine in the presence of hydrogen, at a temperature Tb above Ta, to give the dimethylated amine of general formula (I) by activation of the methylating age.
    Type: Application
    Filed: January 23, 2007
    Publication date: May 29, 2008
    Applicant: PPG-SIPSY
    Inventors: Alain Burgos, Jacques Tonnel, Valerie Dambrin, Denis Lucet, Patricia Poirier
  • Publication number: 20070225516
    Abstract: The invention provides the diastereoselective alkylation of optically active nopinone to form the compound of formula (I) according to scheme A below: in which: R is a C5-15 alkyl group; R1 is especially a C1-15 alkyl, C2-15 alkenyl or C2-15 alkynyl group or a C5-15 aryl, each group optionally being substituted; and X is a halogen atom; and the configuration of the compound of formula (I) is either (E) or (Z) or a mixture of the two. The compound of formula (I) is a valuable synthetic intermediate.
    Type: Application
    Filed: July 12, 2006
    Publication date: September 27, 2007
    Applicant: PPG-SIPSY
    Inventors: Jean-Claude Caille, Marc Mauduit
  • Publication number: 20070191640
    Abstract: A process is for the preparation of optically active substituted alpha-indanyl amide derivatives of formula (I), which include: an asymmetric hydrogenation reaction of an en-amide derivative of formula (III) in presence of hydrogen and an optically active catalyst, in order to obtain an amide derivative of formula (II), a hydrolysis reaction of the amide derivative of formula (II) obtained in the previous step, in order to obtain optically active-substituted alpha-indanyl amide derivatives of formula (I).
    Type: Application
    Filed: February 21, 2005
    Publication date: August 16, 2007
    Applicant: PPG-SIPSY
    Inventors: Blandine Bertrand, Sylvie Blanchet, Alain Burgos, Juliette Martin, Florence Perrin, Sonia Roussiasse, Yvon Derrien
  • Publication number: 20070129573
    Abstract: A process for the production of ene-amide derivatives represented by the formula (I) wherein R1 and R2 and R3 are independently a hydrogen atom, an alkyl, a cycloalkyl, a cycloalkylalkyl, an alkylaryl, an aryl, a heterocycle, a cyano, an alkoxy, an aryloxy, a carboxyl, a carbamoyl, —CONR5R6 (in which R5 and R6 are independently an alkyl, arylalkyl or aryl group said ring being substituted being substituted or not with a functional group or with R5) or —COOR5 group (in which R5 is an alkyl, alkylaryl or aryl group), said alkyl, cycloalkyl, cycloalkylalkyl, alkylaryl and aryl groups being substituted or not with a functional group or with R5; or R1 and R2 taken together, may form a ring (which terms includes mono-, di- and higher polycyclic ring systems); R4 is a hydrogen atom, an alkyl, an aryl, an alkylaryl, said groups substituted or not with a halogen atom as Cl, Br, or F; X is an oxygen atom or a leaving group and m is an integer 1 or 2; when m is 1 then X is a leaving group; when m is 2 then X is a o
    Type: Application
    Filed: December 22, 2004
    Publication date: June 7, 2007
    Applicant: PPG-SIPSY
    Inventors: Alain Burgos, Blandine Bertrand, Sonia Roussiasse, Jean-Francois Pluvie, Sylvie Blanchet, Juliette Martin, Florence Perrin, Francoise Bourdeau
  • Publication number: 20070055068
    Abstract: A process for the in situ preparation of chiral compounds derived from oxazaborolidine-borane complexes, wherein a metal borohydride, a Lewis base and an inorganic acid ester are brought together and an optically active amino alcohol and optionally a halide are then added. The compound obtained is a complex that is useful as a catalyst in asymmetric reduction reactions. The reaction is performed by adding the substance to be reduced, particularly prochiral ketones or ether oximes, in order to synthesize chiral alcohols or chiral amines.
    Type: Application
    Filed: October 11, 2004
    Publication date: March 8, 2007
    Applicant: PPG-sipsy
    Inventors: Alain Burgos, Blandine Bertrand, Stephane Frein, Jean-Francois Pluvie, Sonia Roussiasse
  • Patent number: 6861535
    Abstract: A method for preparing pyrrolidine derivatives comprising cyclizing a compound of formula (I): in the presence of: a) a catalyst, b) a primary amine and c) a base, in a solvent to obtain pyrrolidine derivative of formula (II) below:
    Type: Grant
    Filed: May 30, 2003
    Date of Patent: March 1, 2005
    Assignee: PPG-SIPSY
    Inventors: Michel Bulliard, Blandine Laboue, Jean-Francois Pluvie, Sonia Roussiasse, Tony Pintus
  • Patent number: 6849741
    Abstract: A method for preparing a thiazolidinedione, oxazolidinedione or hydantoin compound of formula (I) from a compound of formula (II): wherein Q represents an oxygen atom or a sulfur atom; Q1 represents an oxygen atom or a sulfur atom; R1 and R2, which can be identical or different, represent a hydrogen atom, a C1-10 alkyl chain, a cycloalkyl, an alkylaryl, an arylalkyl; the alkyl, cycloalkyl, alkylaryl or arylalkyl groups being optionally substituted by an alkyl, an alkoxy or aryloxy, a halogen, a hydroxy, a sulfino, a sulfonyl, an amino such as NH2, NHR3, N(R3)2, wherein R3 represents an alkyl, an alkoxy or an alkylcarbonyl, reacting a compound of formula (II) with formic acid, either as a hydrogen donor in a hydrogen-transfer reaction or as a solvent in a hydrogenation reaction, in the presence of a catalyst containing a transition metal to obtain a corresponding compound of formula (I).
    Type: Grant
    Filed: August 7, 2003
    Date of Patent: February 1, 2005
    Assignee: PPG-SIPSY
    Inventors: Michel Bulliard, Yvon Derrien, Tony Pintus
  • Patent number: 6794525
    Abstract: An (R) or (S) chiral diphosphine of formula (I): wherein R and R1, which can be identical or different, represent an optionally saturated C1-10 alkyl group, an optionally saturated C3-9 cycloalkyl group, a C5-10 aryl group, the groups being optionally substituted by a halogen, a hydroxy, a C1-5 alkoxy, an amino, a sulfino, a sulonfyl, with R4 representing an alkyl, an alkoxy or an alkylcarbonyl, the alkyl, cycloalkyl, aryl groups optionally including one or more heteroatoms, or R and R1 together represent an optionally saturated C2-6 substituted alkyl group, an optionally saturated C3-9 cycloalkyl group, a C5-10 aryl group, the cycloalkyl or aryl groups being optionally substituted by a C1-5 alkyl, a halogen, a hydroxy, a C1-5 alkoxy, an amino, a sulfino, a sulonfyl, with R4 representing an alkyl, an alkoxy or an alkylcarbonyl, the alkyl, cycloalkyl, aryl groups optionally including one or more heteroatoms, R2 and R3, which can be identical or different, represent an optionally saturated C3-
    Type: Grant
    Filed: January 31, 2003
    Date of Patent: September 21, 2004
    Assignee: PPG-SIPSY
    Inventors: Michel Bulliard, Blandine Laboue, Sonia Roussiasse
  • Publication number: 20040059121
    Abstract: A method for preparing a thiazolidinedione, oxazolidinedione or hydantoin compound of formula (I) from a compound of formula (II): 1
    Type: Application
    Filed: August 7, 2003
    Publication date: March 25, 2004
    Applicant: PPG-SIPSY, a corporation of France
    Inventors: Michel Bulliard, Yvon Derrien, Tony Pintus
  • Publication number: 20040034235
    Abstract: A method for preparing pyrrolidine derivatives comprising cyclizing a compound of formula (I): 1
    Type: Application
    Filed: May 30, 2003
    Publication date: February 19, 2004
    Applicant: PPG-SIPSY, a corporation of France
    Inventors: Michel Bulliard, Blandine Laboue, Jean-Francois Pluvie, Sonia Roussiasse, Tony Pintus
  • Publication number: 20030195369
    Abstract: A (R) or (S) chiral diphosphine of formula (I): 1
    Type: Application
    Filed: January 31, 2003
    Publication date: October 16, 2003
    Applicant: PPG-SIPSY
    Inventors: Michel Bulliard, Blandine Laboue, Sonia Roussiasse