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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2371832Generated: November 2, 2026

(2S,4S)-N-Allyloxycarbonyl-2-hydroxymethyl-4-mercaptopyrrolidine → Allyl (1R,5S,6S)-2-[(2S,4S)-N-allyloxycarbonyl-2-hydroxymethylpyrrolidin-4-ylthio]-6-[(R)-1-allyloxycarbonyloxyethyl]-1-methyl-1-carbapen-2-em-3-carboxylate

https://huagongshe.com/reaction/2371832

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(2S,4S)-N-Allyloxycarbonyl-2-hydroxymethyl-4-mercaptopyrrolidineHCID 22842694—
Reactantallyl (1R,3R,5S,6S)-6-[(R)-1-allyloxycarbonyloxyethyl]-1-methyl-2-oxo-1-carbapenam-3-carboxylateHCID 131717190—
ProductAllyl (1R,5S,6S)-2-[(2S,4S)-N-allyloxycarbonyl-2-hydroxymethylpyrrolidin-4-ylthio]-6-[(R)-1-allyloxycarbonyloxyethyl]-1-methyl-1-carbapen-2-em-3-carboxylateHCID 13171718937%

Reaction Steps

The same operation as in Reference Example 9 was carried out by using allyl (1R,3R,5S,6S)-6-[(R)-1-allyloxycarbonyloxyethyl]-1-methyl-2-oxo-1-carbapenam-3-carboxylate (700 mg, 2 mmol) and (2S,4S)-N-allyloxycarbonyl-2-hydroxymethyl-4-mercaptopyrrolidine (the compound obtained in Reference Example 1; 470 mg, 1.8 mmol) to obtain the title compound (410 mg, 37% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05095013
Source datasetuspto-grants-1992_03
ORD IDord-4daba02e69b3424db0d032c20ae13437
Source noteuspto-grants-1992_03