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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1534546Generated: October 30, 2026

Methanol → HCID 15086785, compound

https://huagongshe.com/reaction/1534546

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantPyridineHCID 1049—
ReactantAcetic AnhydrideHCID 7918—
ReactantBenzyl (3S)-3-hydroxypyrrolidine-1-carboxylateHCID 13438604—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
ProductHCID 15086785HCID 15086785—

Reaction Steps

A mixture of 2.87 g of (S)-3-hydroxy-1-pyrrolidinecarboxylic acid, phenylmethyl ester, 2.0 ml of acetic anhydride, 2.0 ml of pyridine and 20 mg of 4-dimethylaminopyridine in 25 ml of dichloromethane was stirred for 72 hours. Methanol (2 ml) and dichloromethane (50 ml) were added. The dichloromethane solution was washed with 40 ml each of 1N hydrochloric acid and 5% sodium bicarbonate solution, dried, filtered and concentrated in vacuo. The residue was purified by chromatography (silica gel), giving 3.1 g of (S)-3-(acetyloxy)-1-pyrrolidinecarboxylic acid, phenylmethyl ester as a colorless oil, [α]D26 =+17° (dichloromethane).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05089518
Source datasetuspto-grants-1992_02
ORD IDord-3e57f3eecb8d40708e93dd4aff111258
Source noteuspto-grants-1992_02