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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1055794Generated: October 26, 2026

Water → 3-(Benzyloxycarbonyl-ethoxycarbonylmethyl-amino)-propionic acid ethyl ester

https://huagongshe.com/reaction/1055794

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantBenzyl chloroformateHCID 10387—
ReactantEthyl 3-(ethoxycarbonylmethylamino)propionateHCID 281012—
SolventAcetonitrileHCID 6342—
Product3-(Benzyloxycarbonyl-ethoxycarbonylmethyl-amino)-propionic acid ethyl esterHCID 5475879580%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of diester 58 (3.88 g, 20.2 mmol) in dry acetonitrile (40 mL) at 0° C., under Argon, was added slowly benzyl chloroformate (3.17 mL, 1.1 equiv.). The solution was stirred at 0° C. for 1 h after which it was poured into water (50 mL). The phases were separated and the aqueous layer was extracted with dichloromethane (3×50 mL). the combined organic extracts were washed with 5% HCl, water, brine and dried over anhydrous sodium sulfate. Evaporation of the solvents was followed by distillation to afford compound 70 as a colorless oil (5.4 g, 80%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09394540B2
Source datasetuspto-grants-2016_07
ORD IDord-250324e9cdc74e728eb6fabd9d0e382a
Source noteuspto-grants-2016_07