Abstract: The present invention provides new thioester derivatives of thiazolyl acetic acid of the general formula (I),
wherein, R1 represents H, trityl, CH3, CRaRbCOOR2 (Ra and Rb independently of one another represents hydrogen or methyl and R2 represents H or C1-C4 alkyl).
also, the invention provides a method by which the said thioester derivatives can be prepared by reacting thiazolyl acetic acid of the general formula (IV) with 1,2,5,6 tetrahdro-2-methyl-5,6 dioxo-1,2,4-triazin-3-thiol of the formula (VI) in a
solvent, in presence of an organic base and with the help of Vilsmeier reagent of the formula (V). The so obtained thioester derivatives are reacted with 7-amino-cephem carboxylic acids of the general formula (III) to produce cephalosporin antibiotic compounds having the general formula (II).
Type:
Grant
Filed:
January 4, 2002
Date of Patent:
August 26, 2003
Assignee:
Orchid Chemicals & Pharmaceuticals Limited, India
Abstract: The present invention provides an improved process for the preparation of 7-amino-3-[2-(furylcarbonyl)thiomethyl]-3-cephem-4-carboxylic acid represented by formula (I) 1
Type:
Application
Filed:
January 4, 2002
Publication date:
July 17, 2003
Applicant:
ORCHID CHEMICALS & PHARMACEUTICALS LIMITED, INDIA
Abstract: The present invention relates to a process for preparation of 7-amino-3-[2-(furylcarbonyl)thiomethyl]-3-cephem-4-carboxylic acid (I) by the condensation of 7-aminocephalosporanic acid (II) with furyl-2-carbonylthiol (III) in the presence of borontrifluoride or its complex, in an organic solvent or mixture of solvents at 0-50° C.
Type:
Application
Filed:
August 1, 2002
Publication date:
July 10, 2003
Applicant:
Orchid Chemicals and Pharmaceuticals Limited
Abstract: The present invention relates to a new stereoselective method for the preparation of tris-O-substituted-(E)-1-(3,5-dihydroxyphenyl)-2-(4-hydroxyphenyl)ethene derivative of the formula (I) which is a key intermediate in the synthesis of trans-resveratrol (I, R2=R2=R3=H). The invention also provides a method for the exclusive synthesis of trans-isomer of compounds of formula (I) without any contamination of cis-isomer.
Type:
Grant
Filed:
May 24, 2002
Date of Patent:
April 22, 2003
Assignee:
Orchid Chemicals & Pharmaceuticals Limited, India
Inventors:
Pandurang Balwant Deshpande, Udayampalayam Palanisamy Senthilkumar, Gnanaprakasam Andrew