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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1490357Generated: October 26, 2026

4-Nitrobenzyl mercaptan → 4-Nitrobenzyl (1R, 5S,6S)-6-[1(R)-t-butyldimethylsilyloxyethyl]-1-methyl-2-(4-nitrobenzylthio)-1-carbapen-2-em-3-carboxylate

https://huagongshe.com/reaction/1490357

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Nitrobenzyl mercaptanHCID 193619—
Reactant4-nitrobenzyl (1R, 5S,6S)-2-(2-diethylcarbamoylphenylsulfinyl)-1-methyl-6-[1(R)-t-butyldimethylsilyloxyethyl]-1-carbapen-2-em-3-carboxylateHCID 11028830—
Product4-Nitrobenzyl (1R, 5S,6S)-6-[1(R)-t-butyldimethylsilyloxyethyl]-1-methyl-2-(4-nitrobenzylthio)-1-carbapen-2-em-3-carboxylateHCID 1065160281%

Reaction Steps

Following a procedure similar to that described in Example 1, but using 4-nitrobenzyl (1R, 5S,6S)-2-(2-diethylcarbamoylphenylsulfinyl)-1-methyl-6-[1(R)-t-butyldimethylsilyloxyethyl]-1-carbapen-2-em-3-carboxylate (prepared as described in Example 39) and 4-nitrobenzylmercaptan as starting materials, in relative proportions similar to those used in that Example, the title compound was obtained in a yield of 81%. Recrystallization of this product from a mixture of ethyl acetate and diisopropyl ether the title compound in the form of crystals, melting at 150.5° to 151° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05681951
Source datasetuspto-grants-1997_10
ORD IDord-35f1d6a719ec441f80b9cbfde1c9cc46
Source noteuspto-grants-1997_10