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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1464225Generated: October 31, 2026

Acetic Acid → N-(Benzyloxycarbonyl)-L-aspartyl-L-phenylalanine methyl ester

https://huagongshe.com/reaction/1464225

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl L-phenylalaninate hydrochlorideHCID 75736—
Reactant(S)-Benzyl (tetrahydro-2,5-dioxo-3-furyl)carbamateHCID 11128682—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductN-(Benzyloxycarbonyl)-L-aspartyl-L-phenylalanine methyl esterHCID 10159630—

Reaction Steps

To 24.9 g (0.1 mole) of N-benzyloxycarbonyl-L-aspartic acid anhydride in 100.4 g of ethyl acetate were added 21.6 g (0.1 mole) of L-phenylalanine methyl ester hydrochloride and 7.6 g (0.055 mole) of potassium carbonate dissolved in 9.3 g of water. The reaction was carried out for 3 hours with stirring at 15°-20 C. Thereafter, 100.4 g of acetic acid and 75.3 g of water was added to the concentrate and the mixture was stirred for one hour at 15°-20.C. Precipitated crystals were filtered, washed and dried to obtain crystals of N-benzyloxycarbonyl-α-L-aspartyl-L-phenylalanine methyl ester.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05302743
Source datasetuspto-grants-1994_04
ORD IDord-665769b7af8c4b4d85ded6fdd008b97c
Source noteuspto-grants-1994_04