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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2258408Generated: November 2, 2026

dibenzyl 4-[N,N-bis(2-chloroethyl)amino]phenylcarbamoyl-L-glutamate → 4-[N,N-bis-(2-chloroethyl)amino]phenylcarbamoyl-L-glutamic acid

https://huagongshe.com/reaction/2258408

Reaction equation

Participants

RoleNameHCIDCharge
Reactantdibenzyl 4-[N,N-bis(2-chloroethyl)amino]phenylcarbamoyl-L-glutamateHCID 70224102—
CatalystPalladiumHCID 23938—
SolventDimethylformamideHCID 6228—
Product4-[N,N-bis-(2-chloroethyl)amino]phenylcarbamoyl-L-glutamic acidHCID 70224099—

Reaction Steps

A solution of the intermediate dibenzyl 4-[N,N-bis(2-chloroethyl)amino]-phenylcarbamoyl-L-glutamate (1.138 g) in DMF (15 ml) was hydrogenated over 10% Pd/C for 16 hours. After filtration and evaporation in vacuo, the residue was dissolved in CHCl3 (20 ml). After 18 hours the crystalline precipitate was filtered off and dried in vacuo to obtain 4-[N,N-bis-(2-chloroethyl)amino]phenylcarbamoyl-L-glutamic acid. Yield, 730 mg (93%). After recrystallisation from acetone/CHCl3 microscopic rods formed m.p. 116°-118° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05660829
Source datasetuspto-grants-1997_08
ORD IDord-78512ba356d94404928407ff47231997
Source noteuspto-grants-1997_08