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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 327845Erstellt: 25. Oktober 2026

Dicyclohexylcarbodiimide → Phenylmethyl-[2-[(3-benzoyl-1H-pyrrol-1-yl)amino]-2-oxoethyl]carbamate

https://huagongshe.com/reaction/327845

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDicyclohexylcarbodiimideHCID 10868—
EduktBenzyloxycarbonylglycineHCID 14349—
Edukt1-Amino-3-benzoylpyrroleHCID 19973156—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelDichloromethaneHCID 6344—
ProduktPhenylmethyl-[2-[(3-benzoyl-1H-pyrrol-1-yl)amino]-2-oxoethyl]carbamateHCID 19973189—

Reaktionsschritte

To a solution of (1-amino-1H-pyrrol-3-yl)phenylmethanone (5.96 g) and N-carbobenzyloxyglycine (6.69 g) in 70 ml of anhydrous DCM and 30 ml of anhydrous dimethylformamide was added DCC (7.22 g). The reaction mixture was stirred at room temperature for 4 hours and filtered. The filter cake was washed with ethyl acetate, and the combined filtrates were evaporated in vacuo. The residual oil was purified by preparative HPLC (silica gel, DCM/ethyl acetate 3:1). Evaporation of the desired fractions afforded a colorless oil, which was crystallized from DCM/ethyl ether yielding the product as colorless crystals (5.96 g), m.p. 144°-145° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05274116
Quelldatensatzuspto-grants-1993_12
ORD IDord-64cc8848d855400bb28981df2d4153ce
Quellennotizuspto-grants-1993_12