Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 863349Generated: October 25, 2026

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

https://huagongshe.com/reaction/863349

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanethiolHCID 6343—
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]-2-ethylthio-1-methyl-1-carbapen-2-em-3-carboxylateHCID 13171947983%

Reaction Steps

Following a procedure similar to that described in Example 18, 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 ethylmercaptan as starting materials, in relative proportions similar to those used in that Example, the title compound was obtained as a crystal in a yield of 83%. Recrystallization of this product from diisopropyl ether afforded the title compound in the form of crystals melting at 121°-121.5° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05719275
Source datasetuspto-grants-1998_02
ORD IDord-b2113dff0ed94c42b194747ab5654535
Source noteuspto-grants-1998_02