127966-47-6

Basic information

• Product Name: (2S,4S)-1-p-nitrobenzyloxycarbonyl-2-carboxy-4-mercaptopyrrolidine
• Synonyms: (2S,4S)-1-p-nitrobenzyloxycarbonyl-2-carboxy-4-mercaptopyrrolidine
• CAS NO: 127966-47-6
• Molecular Weight: 326.33
• Mol File: 127966-47-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (2S,4S)-1-p-nitrobenzyloxycarbonyl-2-carboxy-4-mercaptopyrrolidine(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,4S)-1-p-nitrobenzyloxycarbonyl-2-carboxy-4-mercaptopyrrolidine(127966-47-6)
• EPA Substance Registry System: (2S,4S)-1-p-nitrobenzyloxycarbonyl-2-carboxy-4-mercaptopyrrolidine(127966-47-6)

Safety Data

• Hazardous Substances Data: 127966-47-6(Hazardous Substances Data)

Upstream product

• 51-35-4 4R-4-hydroxyproline 
• 171189-35-8 (2S,4S)-2-carboxy-4-mercaptopyrrolidine 
• 4457-32-3 4-nitrobenzyl chloroformate 
• 3398-22-9 trans-4-hydroxyproline 
• 151072-00-3 (2S,4S)-5-p-nitrobenzyloxycarbonyl-2-thia-5-azabicyclo<2.2.1>heptan-3-one 

Downstream Products

• 96034-64-9 (2S,4S)-1-p-nitrobenzyloxycarbonyl-2-dimethylaminocarbonyl-4-thiolpyrrolidine 
• 903569-57-3 (4R,5S,6S)-(p-nitrobenzyl) 3-[[(3S,5S)-1-(p-nitrobenzyloxycarbonyl)-5-carboxy-3-pyrrolidinyl]thio]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate 

Relevant articles and documents

A preparing method of a penem medicine mercaptan branch chain

A preparing method of a penem medicine mercaptan branch chain is disclosed. The method includes reacting an intermediate that is (2S,4R)-4-(3-fluorophenylthio)pyrrolidine-2-carboxylic acid with a fluorizating agent to prepare a mercaptan intermediate that is (2S,4S)-4-mercaptopyrrolidine-2-carboxylic acid, and performing amino protection and carboxyl amidation to obtain the penem medicine mercaptan branch chain that is (2S,4S)-1-p-nitrobenzyloxycarbonyl-2-(N,N-dimethylaminoacyl)-4-mercaptopyrrolidine. Compared with the prior art, the method omits a hydroxy protection step in mercaptan preparation, simplifies the synthesis route, and is high in yield, low in cost and suitable for large-scale industrial production.

Carbapenems, their preparation and use the synthesis of carbapenems

Pyrrolidine compound (V), in free or salt form, is new. Pyrrolidine compound of formula (V), in free or salt form, is new. Independent claims aren also included for: (1) the preparation of (V); (2) the preparation of 3-[(3S,5S)-5-carbamido-3-pyrrolidinyl]-thio substituted carbapenem compound of formula (II) comprising reaction of (V) with an amine compound of formula (NH(R1)(R2)) to give a pyrrolidine compound of formula (III); and elimination of p-nitrobenzyl- and/or p-nitrobenzylcarbonyl-protection groups from (III); and (3) preparation of a pharmaceutical composition of (II) comprising mixing (II) with solvents or auxiliary materials. Either R1, R2alkyl, H, aryl or heterocyclyl; or NR1R25-8 membered optionally saturated heterocyclic group (optionally substituted). [Image] [Image].