Citation:
Qian LIU, Gang FANG, Li Ping WU, Jian Mei CUI, Xiao Tian LIANG, Song WU. Study on the Stereoselective Synthesis of Carbapenem Sidechain (2S,4S)-4-Acetylsulphanyl-2-[(S)-1-phenylethylcarbamoyl]-pyrrolidine-1-carboxylic Acid 4-Nitrobenzyl Ester[J]. Chinese Chemical Letters,
;2004, 15(12): 1395-1396.
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A stereoselective and economic synthesis of the carbapenem sidechain (2S, 4S)-4-ace-tylsulphanyl-2-[(S)1-phenylethyl-carbamoyl] pyrrolidine-l-carboxylic acid 4-nitrobenzyl ester was developed. Due to the effect of spatial hindrance, only the (2S,4S) diastereomer 3 was obtained by coupling 1 and the inexpensive racemic 2 catalyzed by EEDQ.
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Keywords:
- Stereoselective synthesis,
- carbapenem sidechain,
- acylation
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