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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 356826Generated: October 25, 2026

N-(Benzyloxycarbonyl)aspartic acid → (S)-Benzyl (tetrahydro-2,5-dioxo-3-furyl)carbamate

https://huagongshe.com/reaction/356826

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-(Benzyloxycarbonyl)aspartic acidHCID 2723942—
SolventAcetic AnhydrideHCID 7918—
Product(S)-Benzyl (tetrahydro-2,5-dioxo-3-furyl)carbamateHCID 11128682—

Reaction Conditions

Temperature75 °C

Reaction Steps

The above illustrated starting compound which is commercially available N-CBZ aspartic acid (205.7 g, 0.77 mol) was added to acetic anhydride (300 ml). This mixture was stirred at 75° C. for 4 hours. The excess acetic anhydride and acetic acid byproduct were distilled from the mixture under reduced pressure and the residue was recrystallised from hot dichloromethane. The product was collected by filtration, washed with hexane and dried at ambient temperature under reduced pressure to give a white fluffy solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05840667
Source datasetuspto-grants-1998_11
ORD IDord-f220232a1ce74980bd2c13304127a203
Source noteuspto-grants-1998_11