专利号:US-5840915-A 优先权日:1990-01-22 标题:Process for the enatioselective synthesis of intermediates used 发明人:LEE THOMAS BING KIN; WONG GEORGE SEUNG-KIT 权利人:HOECHST MARION ROUSSEL INC 摘要:A process for the stereoselective synthesis of [R]- and [S]-2,3-dihydro-1,3-dimethyl-2-oxo-1H-indole-3-acetonitriles comprises reacting racemic and 5-alkoxy-substituted (+/-)-1,3-dimethyloxindoles with a halogenated acetonitrile in the presence of a substituted N-benzyl cinchoninium, quinidinium, cinchonidinium, or quininium catalyst. The resulting alkylated oxindoles can be converted to primary amines by catalytic reduction in the presence of hydrogen gas. One of the primary amines, such as enantiomers of 3-(2-aminoethyl)-1,3-dihydro-1,3-dimethyl-5-methoxy-2H-indol-2-one, can be enriched by contact with a chiral tartaric acid in an amount sufficient to preferentially precipitate a salt of the chiral acid and one of the enantiomers. The product can be used in the synthesis of stereospecific forms of physostigmine and related compounds having pharmaceutical activity.
专利号:US-5274117-A 优先权日:1990-01-22 标 题:Process for the enantioselective synthesis of intermediates used in the preparation of physostigmine 发明人:LEE THOMAS BING KIN DR; WONG GEORGE S K 权利人:HOECHST ROUSSEL PHARMA 摘要:A process for the stereoselective synthesis of [R]- and [S]-2,3-dihydro-1,3-dimethyl-2-oxo-1H-indole-3-acetonitriles comprises reacting racemic and 5-alkoxy-substituted (+/-)-1,3-dimethyloxindoles with a halogenated acetonitrile in the presence of a substituted N-benzyl cinchoninium, quinidinium, cinchonidinium, or quininium catalyst. The resulting alkylated oxindoles can be converted to primary amines by catalytic reduction in the presence of hydrogen gas. One of the primary amines, such as enantiomers of 3-(2-aminoethyl)-1,3-dihydro-1,3-dimethyl-5-methoxy-2H-indol-2-one, can be enriched by contact with a chiral tartaric acid in an amount sufficient to preferentially precipitate a salt of the chiral acid and one of the enantiomers. The product can be used in the synthesis of stereospecific forms of physostigmine and related compounds having pharmaceutical activity.
专利号:EP-0438796-B1 优先权日:1990-01-22 标题:Process for the enantioselection synthesis of alkylated oxindoles used as intermediates in the preparation of physostigmine 发明人:LEE THOMAS BING KIN DR; WONG GEORGE S K 权利人:HOECHST MARION ROUSSEL INC 摘要:A process for the stereoselective synthesis of [R]- and [S]-2,3-dihydro-1,3-dimethyl-2-oxo-1H-indole-3-acetonitriles comprises reacting racemic and 5-alkoxy-substituted (+/-)-1,3-dimethyloxindoles with a halogenated acetonitrile in the presence of a substituted N-benzyl cinchoninium, quinidinium, cinchonidinium, or quininium catalyst. The resulting alkylated oxindoles can be converted to primary amines by catalytic reduction in the presence of hydrogen gas. One of the primary amines, such as enantiomers of 3-(2-aminoethyl)-1,3-dihydro-1,3-dimethyl-5-methoxy-2H-indol-2-one, can be enriched by contact with a chiral tartaric acid in an amount sufficient to preferentially precipitate a salt of the chiral acid and one of the enantiomers. The product can be used in the synthesis of stereospecific forms of physostigmine and related compounds having pharmaceutical activity.
专利号:US-8304540-B2 优先权日:2007-05-18 标题:Process for stereoselective synthesis of lamivudine 发明人:LI JINLIANG; LV FENG 权利人:LI JINLIANG; LV FENG; SHANGHAI DESANO PHARMACEUTICAL HOLDING CO LTD 摘要:The present invention discloses a process for stereoselective synthesis of Lamivudine comprising the following steps: (a) performing a glycosylation reaction between the compound of formula (I) and cytosine or protected cytosine, and separating the reaction product by recrystallization to obtain the intermediate of formula (II); and (b) deprotecting the intermediate of formula (II) to obtain Lamivudine.
专利号:US-6696590-B2 优先权日:2000-12-22 标题 :Process for the synthesis of aliphatic, cycloaliphatic or araliphatic chloroformates 发明人:BONNARD HUBERT; FERRUCCIO LAURENCE; GAUTHIER PATRICIA; SENET JEAN-PIERRE 权利人:POUDRES & EXPLOSIFS STE NALE 摘要:The disclosure relates to a process for the synthesis of substituted or unsubstituted aliphatic, cycloaliphatic or araliphatic chloroformates by reaction of the corresponding alcohol with phosgene, diphosgene and/or triphosgene. The reaction is carried out under a pressure of between 15×10 3 Pa and 85×10 3 Pa and at a temperature of between −30° C. and +50° C. The process is particularly well suited to the preparation of menthyl chloroformate and benzyl chloroformate.
专利号:US-5350851-A 优先权日:1992-03-16 标题 :Intermediates and a process for synthesis of tetrahydropteridine C6-stereoisomers, including (6S)-tetrahydrofolate and N5-formyl-(6S)-tetrahydrofolate 发明人:BAILEY STEVEN W; AYLING JUNE E 权利人:UNIV SOUTH ALABAMA 摘要:Intermediates and a process for the synthesis of 6-monosubstituted tetrahydropteridine C6-stereoisomers, including (6S)-tetrahydrofolic acid. The intermediates are shown in their two enantiomeric forms as follows: ##STR1## wherein R 1 and R 2 are the same or different and represent hydrogen, methyl, hydroxy, amino, alkyl or dialkylamino, alkoxy, benzyloxy, or benzylthio; R 3 represents an alkene, alkyne, cycloalkyl, benzyl, alkyl (substituted with hydroxy, acetoxy, benzyloxy, alkoxy, alkylthio, amino, carboxy, oxo, or phosphate), a protected aldehyde, or ##STR2## wherein n=1 or 2, R 4 is hydrogen, formyl, methyl, or propargyl, and ZZ represents an amino acid or amino acid polymer.
摘要:Senet, J.-P. G., Science of Synthesis, (2005) 18, 340. 摘要:Balci, M.; Çelik, M.; Gültekin, M. S., Science of Synthesis, (2006) 28, 94. 摘要:Nubbemeyer, U., Science of Synthesis, (2008) 32, 279.