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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1490350Generated: October 26, 2026

(2S,4S)-2-(dimethylaminocarbonyl)-4-mercapto-1-(p-nitrobenzyloxycarbonyl)-1-pyrrolidine → 4-Nitrobenzyl (1R, 5S,6S)-2-[(2S,4S)-2-dimethylcarbamoyl-1-(4-nitrobenzyloxycarbonyl)-4-pyrrolidinylthio]-1-methyl-6-[1(R)-t-butyldimethylsilyloxyethyl]-1-carbapen-2-em-3-carboxylate

https://huagongshe.com/reaction/1490350

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(2S,4S)-2-(dimethylaminocarbonyl)-4-mercapto-1-(p-nitrobenzyloxycarbonyl)-1-pyrrolidineHCID 10871907—
Reactant4-nitrobenzyl (1R, 5S,6S)-2-(2-diethylcarbamoylphenylsulfonyl)-1-methyl-6-[1(R)-t-butyldimethylsilyloxyethyl]-1-carbapen-2-em-3-carboxylateHCID 10974512—
Product4-Nitrobenzyl (1R, 5S,6S)-2-[(2S,4S)-2-dimethylcarbamoyl-1-(4-nitrobenzyloxycarbonyl)-4-pyrrolidinylthio]-1-methyl-6-[1(R)-t-butyldimethylsilyloxyethyl]-1-carbapen-2-em-3-carboxylateHCID 1044041678%

Reaction Steps

Following a procedure similar to that described in Example 18, but using 76 mg of 4-nitrobenzyl (1R, 5S,6S)-2-(2-diethylcarbamoylphenylsulfonyl)-1-methyl-6-[1(R)-t-butyldimethylsilyloxyethyl]-1-carbapen-2-em-3-carboxylate (prepared as described it Example 42) and 46 mg of (2S,4S)-dimethylcarbamoyl-1-(4-nitrobenzyloxycarbonyl)-4-mercaptopyrrolidine, the title compound was obtained in a yield of 78%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05681951
Source datasetuspto-grants-1997_10
ORD IDord-d871824a856f4b48a380ff6eed37777f
Source noteuspto-grants-1997_10