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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1649830Generated: November 1, 2026

Water → (2S,4S)-4-acetylthio-2-[4-(methanesulfonyloxymethyl)thiazol-2-yl]-1-(4-nitrobenzyloxycarbonyl)pyrrolidine

https://huagongshe.com/reaction/1649830

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
ReactantHCID 57176821HCID 57176821—
SolventDichloromethaneHCID 6344—
Product(2S,4S)-4-acetylthio-2-[4-(methanesulfonyloxymethyl)thiazol-2-yl]-1-(4-nitrobenzyloxycarbonyl)pyrrolidineHCID 57163868—

Reaction Steps

To a solution of (2S,4S)-4-acetylthio-2-(4-hydroxymethylthiazol-2-yl)-1-(4-nitrobenzyloxycarbonyl)pyrrolidine (2.24 g) in dichloromethane (40 ml) was added triethylamine (2.1 ml) and methanesulfonyl chloride (1.2 ml) at 0° C. After stirring for 30 minutes at the same temperature, water (40 ml) was added thereto. The organic layer was washed with brine, dried over magnesium sulfate and evaporated to give (2S,4S)-4-acetylthio-2-[4-(methanesulfonyloxymethyl)thiazol-2-yl]-1-(4-nitrobenzyloxycarbonyl)pyrrolidine (1.6 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04921852
Source datasetuspto-grants-1990_05
ORD IDord-25fcc74a6ca94d4cb15f7f102acd6dcc
Source noteuspto-grants-1990_05