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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1490354Generated: October 25, 2026

(4-Nitrophenyl)methyl (2-mercaptoethyl)carbamate → 4-Nitrobenzyl (1R, 5S,6S)-6-[1(R)-t-butyldimethylsilyloxyethyl]-1-methyl-2-[2-(4-nitrobenzyloxycarbonyl)aminoethylthio]-1-carbapen-2-em-3-carboxylate

https://huagongshe.com/reaction/1490354

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(4-Nitrophenyl)methyl (2-mercaptoethyl)carbamateHCID 3017625—
Reactant4-nitrobenzyl (1R, 5S,6S)-6-[1(R)-t-butyldimethylsilyloxyethyl]-1-methyl-2-phenylsulfinyl-1-carbapen-2-em-3-carboxylateHCID 10698543—
Product4-Nitrobenzyl (1R, 5S,6S)-6-[1(R)-t-butyldimethylsilyloxyethyl]-1-methyl-2-[2-(4-nitrobenzyloxycarbonyl)aminoethylthio]-1-carbapen-2-em-3-carboxylateHCID 1100704981%

Reaction Steps

Following a procedure similar to that described in Example 21(b), but using the S-oxide isomer of lower polarity of the 4-nitrobenzyl (1R, 5S,6S)-6-[1(R)-t-butyldimethylsilyloxyethyl]-1-methyl-2-phenylsulfinyl-1-carbapen-2-em-3-carboxylate (prepared as described in Preparation 2) and 2-(4-nitrobenzyloxycarbonyl)aminoethylmercaptan as starting materials, in relative proportions similar to those used in that Example, the title compound was obtained in a yield of 81%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05681951
Source datasetuspto-grants-1997_10
ORD IDord-d26b7b73851b4f9c88e0cc6e06703d15
Source noteuspto-grants-1997_10