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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1490358Generated: October 26, 2026

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

https://huagongshe.com/reaction/1490358

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThiophenolHCID 7969—
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-phenylthio-1-carbapen-2-em-3-carboxylateHCID 1000816772%

Reaction Steps

Following a procedure similar to that described in Example 21(b), 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 thiophenol as starting materials, in relative proportions similar to those used in that Example, the title compound was obtained as crystals in a yield of 72%. Recrystallization of this product from a mixture of ethyl acetate and hexane afforded crystals of the title compound melting at 149° to 150° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05681951
Source datasetuspto-grants-1997_10
ORD IDord-9ef6261f9cdc41408ac557c0434e8ced
Source noteuspto-grants-1997_10