184759-58-8Relevant articles and documents
Trials for the synthesis of (R)-4-mercapto-pyrrolidin-2-one ((R)-MPD)
Kobayashi, Satoshi,Kobayashi, Katsuhiro,Hirai, Koichi
, p. 909 - 912 (2007/10/03)
Several trials were made for the syntheses of (S)-4-hydroxy-pyrrolidin- 2-one ((S)-HPD) and (R)-4-mercapto-pyrrolidin-2-one ((R)-MPD), a substituent at the 2-position of the orally active carbapenem antibiotic CS-834. The latter was synthesized from prochiral dimethyl or diethyl 3-p- methoxybenzylthioglutarate using pig liver esterase technology to give monoester with an optical purity of 51-71% e.e. as a key intermediate.
2-(heterocyclylthio)carbapenem derivatives, their preparation and their use as antibiotics
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, (2008/06/13)
Compounds of formula (I): STR1 in which Ra is a group of formula (II): STR2 or a group of formula (III): STR3 (where one of R' is a bond to the remainder of the compound, one more of R' is R2 and the others of R' are all hydrogen), R1 is hydrogen or methyl, R2 is hydrogen, optionally substiuted alkyl, halogen, hydroxy, alkoxy, amino, alkanoylamino, alkanoyloxy, alkanoyl, carboxy, alkoxycarbonyl, cyano, --S(O)j R9 (where j is 0, 1 or 2 and R9 is alkyl), or --CONR6 R7 (which is optionally substituted carbamoyl or heterocyclyl-carbonyl), R2a is hydrogen, alkyl or alkanoyl, --NR3 R4 is optionally substituted amino or heterocyclic, and --COOR5 is carboxy, --COO-, --COOMx (where M is a cation and x is the reciprocal of the valence of the cation M) or protected carboxy and, where --COOR5 is carboxy, --COOMx or protected carboxy, the compound of formula (I) also contains an anion; l, m and n are independently 0, 1, 2 or 3, provided that (m+n) is an integer from 2 to 6; p is 0, 1 or 2; Y is a single bond, oxygen, sulfur or R8 N8 is hydrogen, alkyl or alkanoyl) and pharmaceutically acceptable salts and esters thereof are potentially valuable antibiotics.
