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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1090504Generated: October 31, 2026

Triethylamine → (2S,4R)-N-allyloxycarbonyl-4-methanesulfonyloxyproline methyl ester

https://huagongshe.com/reaction/1090504

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
Reactant(2S,4R)-1-allyloxycarbonyl-2-methoxycarbonyl-4-hydroxypyrrolidineHCID 10633157—
SolventDichloromethaneHCID 6344—
Product(2S,4R)-N-allyloxycarbonyl-4-methanesulfonyloxyproline methyl esterHCID 10733517—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of (2S,4R)-1-allyloxycarbonyl-2-methoxycarbonyl-4-hydroxypyrrolidine (210.2 g) and triethylamine (150.2 ml) in dichloromethane (2 l) was added dropwise methanesulfonyl chloride (70.7 ml) at 0° C. After stirring for 1 hour at 0° C., the reaction mixture was washed with brine, dried over magnesium sulfate and evaporated in vacuo to give (2S,4R)-1-allyloxycarbonyl-2-methoxycarbonyl-4-methanesulfonyloxypyrrolidine (281.8 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05081237
Source datasetuspto-grants-1992_01
ORD IDord-dee208467d614706abef595ec7bb9d38
Source noteuspto-grants-1992_01