公开(公告)号：WO2005003141B1

公开(公告)日：2005-04-21

申请号：PCT/IB2004002203

申请日：2004-07-03

Applicant: ORCHID CHEMICALS & PHARM LTD ,  PRABHAT KUMAR SAHOO ,  VEMPALI ANANDAM ,  SUNDARAVADIVELAN SIVAKUMARAN ,  PRAVEEN NAGESH GANESH ,  VITTAL MANIKRAO WAGHDARE ,  PANDURANG BALAWANT DESHPANDE ,  PARVEN KUMAR LUTHRA ,  PRATIK RAMESH SATHE

Inventor： PRABHAT KUMAR SAHOO ,  VEMPALI ANANDAM ,  SUNDARAVADIVELAN SIVAKUMARAN ,  PRAVEEN NAGESH GANESH ,  VITTAL MANIKRAO WAGHDARE ,  PANDURANG BALAWANT DESHPANDE ,  PARVEN KUMAR LUTHRA ,  PRATIK RAMESH SATHE

IPC: C07D501/00 ,  C07D501/04

CPC classification number: C07D501/04

Abstract: The present invention relates to an improved process for the preparation of Cefditoren of formula (I), the said process comprising the steps of: i) converting the compound of formula (II) to a compound of the formula (III) using TPP and sodium iodide in the presence of THF, water, and base; ii) reacting the compound of formula (III) with 4-methyl-5-formyl-thiazole to produce a compound of formula (IV); iii) deesterifying the compound of the formula (IV) to yield compound of formula (V); iv) converting the compound of formula (V) to compound of formula (VI) in the presence of a base and solvent; v) converting the compound of formula (VI) into compound of formula (VII) by enzymatic hydrolysis; and vi) reacting compound of formula (VII) with compound of formula (VIII) in the presence of solvent and base to produce compound of formula (I).

Abstract translation: 本发明涉及制备式（I）的头孢托仑的改进方法，所述方法包括以下步骤：i）使用TPP和钠将式（II）化合物转化为式（III）化合物， 碘化物在THF，水和碱存在下反应; ii）使式（III）化合物与4-甲基-5-甲酰基 - 噻唑反应以制备式（IV）化合物; iii）使式（IV）化合物去酯化，得到式（V）化合物; iv）在碱和溶剂存在下将式（V）化合物转化成式（VI）化合物; v）通过酶促水解将式（VI）化合物转化成式（VII）化合物; 和vi）使式（VII）化合物与式（VIII）化合物在溶剂和碱存在下反应，生成式（I）化合物。

公开(公告)号：WO2005003141A2

公开(公告)日：2005-01-13

申请号：PCT/IB2004/002203

申请日：2004-07-03

Applicant: ORCHID CHEMICALS & PHARMACEUTICALS LTD ,  PRABHAT, Kumar, Sahoo ,  VEMPALI, Anandam ,  SUNDARAVADIVELAN, Sivakumaran ,  PRAVEEN, Nagesh, Ganesh ,  VITTAL, Manikrao, Waghdare ,  PANDURANG, Balawant, Deshpande ,  PARVEN, Kumar, Luthra ,  PRATIK, Ramesh, Sathe

Inventor： PRABHAT, Kumar, Sahoo ,  VEMPALI, Anandam ,  SUNDARAVADIVELAN, Sivakumaran ,  PRAVEEN, Nagesh, Ganesh ,  VITTAL, Manikrao, Waghdare ,  PANDURANG, Balawant, Deshpande ,  PARVEN, Kumar, Luthra ,  PRATIK, Ramesh, Sathe

IPC: C07D501/00

CPC classification number: C07D501/04

Abstract: The present invention relates to an improved process for the preparation of Cefditoren of formula (I), the said process comprising the steps of: i) converting the compound of formula (II) to a compound of the formula (III) using TPP and sodium iodide in the presence of THF, water, and base; ii) reacting the compound of formula (III) with 4-methyl-5-formyl-thiazole to produce a compound of formula (IV); iii) deesterifying the compound of the formula (IV) to yield compound of formula (V); iv) converting the compound of formula (V) to compound of formula (VI) in the presence of a base and solvent; v) converting the compound of formula (VI) into compound of formula (VII) by enzymatic hydrolysis; and vi) reacting compound of formula (VII) with compound of formula (VIII) in the presence of solvent and base to produce compound of formula (I).

Abstract translation: 本发明涉及用于制备式（I）的Cefditoren的改进的方法，所述方法包括以下步骤：i）将式（II）的化合物转化成式 使用TPP和碘化钠在THF，水和碱存在下的式（III） ii）使式（III）化合物与4-甲基-5-甲酰基 - 噻唑反应以制备式（IV）化合物; iii）使式（IV）化合物去酯化，得到式（V）化合物; iv）在碱和溶剂存在下将式（V）化合物转化成式（VI）化合物; v）通过酶促水解将式（VI）化合物转化成式（VII）化合物; 和vi）使式（VII）化合物与式（VIII）化合物在溶剂和碱存在下反应，生成式（I）化合物。

公开(公告)号：WO2005003141A3

公开(公告)日：2005-03-10

申请号：PCT/IB2004002203

申请日：2004-07-03

Applicant: ORCHID CHEMICALS & PHARM LTD ,  PRABHAT KUMAR SAHOO ,  VEMPALI ANANDAM ,  SUNDARAVADIVELAN SIVAKUMARAN ,  PRAVEEN NAGESH GANESH ,  VITTAL MANIKRAO WAGHDARE ,  PANDURANG BALAWANT DESHPANDE ,  PARVEN KUMAR LUTHRA ,  PRATIK RAMESH SATHE

Inventor： PRABHAT KUMAR SAHOO ,  VEMPALI ANANDAM ,  SUNDARAVADIVELAN SIVAKUMARAN ,  PRAVEEN NAGESH GANESH ,  VITTAL MANIKRAO WAGHDARE ,  PANDURANG BALAWANT DESHPANDE ,  PARVEN KUMAR LUTHRA ,  PRATIK RAMESH SATHE

IPC: C07D501/00 ,  C07D501/04

CPC classification number: C07D501/04

Abstract: The present invention relates to an improved process for the preparation of Cefditoren of formula (I), the said process comprising the steps of: i) converting the compound of formula (II) to a compound of the formula (III) using TPP and sodium iodide in the presence of THF, water, and base; ii) reacting the compound of formula (III) with 4-methyl-5-formyl-thiazole to produce a compound of formula (IV); iii) deesterifying the compound of the formula (IV) to yield compound of formula (V); iv) converting the compound of formula (V) to compound of formula (VI) in the presence of a base and solvent; v) converting the compound of formula (VI) into compound of formula (VII) by enzymatic hydrolysis; and vi) reacting compound of formula (VII) with compound of formula (VIII) in the presence of solvent and base to produce compound of formula (I).

Abstract translation: 本发明涉及制备式（I）的头孢托仑的改进方法，所述方法包括以下步骤：i）使用TPP和钠将式（II）化合物转化为式（III）化合物 碘化物在THF，水和碱的存在下反应; ii）使式（III）化合物与4-甲基-5-甲酰基 - 噻唑反应以制备式（IV）化合物; iii）将式（Ⅳ）化合物酯化，得到式（Ⅴ）化合物; iv）在碱和溶剂的存在下将式（Ⅴ）化合物转化成式（Ⅵ）化合物; v）通过酶水解将式（Ⅵ）化合物转化成式（Ⅶ）化合物; 和vi）使式（VII）的化合物与式（VIII）的化合物在溶剂和碱的存在下反应，得到式（I）的化合物。