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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 22403Generated: October 26, 2026

Dicyclohexylcarbodiimide → Phenylmethyl-[2-[(2-acetyl-1H-pyrrol-1-yl)amino]-2-oxoethyl]carbamate

https://huagongshe.com/reaction/22403

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDicyclohexylcarbodiimideHCID 10868—
ReactantBenzyloxycarbonylglycineHCID 14349—
Reactant1-(1-Amino-1H-pyrrol-2-yl)ethanoneHCID 19966744—
SolventDichloromethaneHCID 6344—
ProductPhenylmethyl-[2-[(2-acetyl-1H-pyrrol-1-yl)amino]-2-oxoethyl]carbamateHCID 1997318070.8%

Reaction Steps

To a stirred solution consisting of 1-(1-amino-1H-pyrrol-2-yl)ethanone (3.88 g) and carbobenzyloxyglycine (6.54 g) in dry DCM (115 ml) was added DCC (6.77 g) at 0° C. under nitrogen. The reaction mixture was allowed to stir at room temperature for 18 hours. The precipitated DCU was removed by filtration and washed with ethyl acetate. The combined filtrates were concentrated to give the crude product. Purification via flash column chromatography (silica gel, 10% EtOAc/hexane) afforded 6.98 g of the product as a solid, m.p. 109°-111° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05428053
Source datasetuspto-grants-1995_06
ORD IDord-70557813eb5c46b0a68589cde00b35eb
Source noteuspto-grants-1995_06