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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1464213Generated: October 31, 2026

Acetic Acid → 33605-76-4

https://huagongshe.com/reaction/1464213

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantMethyl L-phenylalaninate hydrochlorideHCID 75736—
ReactantSodium AcetateHCID 517045—
ReactantN-[(3S)-Tetrahydro-2,5-dioxo-3-furanyl]formamideHCID 11298025—
SolventEthyl AcetateHCID 8857—
Product33605-76-4HCID 1026805665.5%

Reaction Steps

In 100 g of ethyl acetate, 14.3 g (0.1 mole) of N-formyl-L-aspartic anhydride and 21.6 g (0.1 mole) of L-phenylalanine methyl ester hydrochloride were suspended and 9.2 g (0.11 mole) of sodium acetate was added to the suspension during 30 minutes at 20°-25° C. with stirring. The mixture was reacted for 5 hours with stirring at the same temperature. Thereafter 14.3 g of acetic acid was added and stirred for an hour at the same temperature. Precipitated crystals were filtered, washed and dried. Crystals of N-formyl-α-L-aspartyl-L-phenylalanine methyl ester were obtained in a yield of 21.1 g (65.5% yield on L-Phenylalanine methyl ester hydrochloride). The crystals obtained were analyzed by high performance liquid chromatography to give a ratio of α-isomer:β-isomer of 98.0:2.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05302743
Source datasetuspto-grants-1994_04
ORD IDord-e62dd2805f2c47778a8b85cf2d6d9202
Source noteuspto-grants-1994_04