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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 65709Generated: October 29, 2026

Benzyloxycarbonyl-L-proline → 2-(1,1-Dimethylethyl) 1-(phenylmethyl) (2S)-1,2-pyrrolidinedicarboxylate

https://huagongshe.com/reaction/65709

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyloxycarbonyl-L-prolineHCID 101987—
SolventSulfuric AcidHCID 1118—
SolventDichloromethaneHCID 6344—
SolventIsobutyleneHCID 8255—
Product2-(1,1-Dimethylethyl) 1-(phenylmethyl) (2S)-1,2-pyrrolidinedicarboxylateHCID 7019799—

Reaction Steps

The benzyloxycarbonyl-L-proline thus obtained (180 g.) is dissolved in a mixture of dichloromethane (300 ml.), liquid isobutylene (800 ml.) and concentrated sulfuric acid (7.2 ml.). The solution is shaken in a pressure bottle for 72 hours. The pressure is released, the isobutylene is allowed to evaporate and the solution is washed with 5% sodium carbonate, water, dried over magnesium sulfate and concentrated to dryness in vacuo, to obtain benyloxycarbonyl-L-proline tert.butyl ester, yield 205 g.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04128653
Source datasetuspto-grants-1978_12
ORD IDord-f9ebc023c0c940a697d43746e730fb8c
Source noteuspto-grants-1978_12