Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1029632Generated: October 30, 2026

Water → (S)-3-benzoyloxy-1-t-butoxycarbonylpyrrolidine

https://huagongshe.com/reaction/1029632

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantEthyl AcetateHCID 8857—
ReactantSodium BenzoateHCID 517055—
ReactantTert-butyl (3R)-3-(methanesulfonyloxy)pyrrolidine-1-carboxylateHCID 10934372—
SolventDimethyl SulfoxideHCID 679—
Product(S)-3-benzoyloxy-1-t-butoxycarbonylpyrrolidineHCID 15117240100.2%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of (R)-1-t-butoxycarbonyl-3-methanesulfonyloxypyrrolidine (20 g) in dimethyl sulfoxide (200 ml) was added sodium benzoate (22 g) under nitrogen. After stirring at 100° C. for 1 hour, the solution was taken up into a mixture of ethyl acetate and water. The organic layer was separated, and washed with water and brine successively. The dried solvent was evaporated to give (S)-3-benzoyloxy-1-t-butoxycarbonylpyrrolidine (22 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05102877
Source datasetuspto-grants-1992_04
ORD IDord-e333c734f4d44231b34cde2e71aea707
Source noteuspto-grants-1992_04