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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1901287Generated: October 26, 2026

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

https://huagongshe.com/reaction/1901287

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 numberUS05576446
Source datasetuspto-grants-1996_11
ORD IDord-b3e9070950d54325873783a800ccf39d
Source noteuspto-grants-1996_11