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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 37040Generated: October 29, 2026

N-Boc-O-benzylserine hydroxysuccinimide → Methyl o-benzyl-n-(tert-butoxycarbonyl)serinate

https://huagongshe.com/reaction/37040

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-Boc-O-benzylserine hydroxysuccinimideHCID 67731037—
SolventMethanolHCID 887—
ProductMethyl o-benzyl-n-(tert-butoxycarbonyl)serinateHCID 14427182—

Reaction Conditions

Temperature50 °C

Reaction Steps

N-Boc-O-benzylserine-hydroxysuccinimide (16.0 g, 40.8 mmol) was dissolved in methanol (300 ml) and stirred at 50° C. for 24 hours. The solvent was evaporated and the residue was taken up in ethyl acetate (120 ml), washed with aqueous saturated sodium bicarbonate (2×50 ml) and water (50 ml). The organic solution was dried with sodium sulphate and after evaporation of the solvent the N-Boc-O-benzylserine methyl ester was isolated as a colourless oil. Yield 9.9 g (83%). The structure was confirmed by 1HNMR and 13CNMR.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05419893
Source datasetuspto-grants-1995_05
ORD IDord-be50efe8dfe54b099a4f120eb3ffdd62
Source noteuspto-grants-1995_05