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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 22377Erstellt: 24. Oktober 2026

Dicyclohexylcarbodiimide → (+/-)-Phenylmethyl-[1-methyl-2-oxo-2-(1H-pyrrol-1-ylamino)ethyl]carbamate

https://huagongshe.com/de/reaction/22377

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDicyclohexylcarbodiimideHCID 10868—
EduktN-(Benzyloxycarbonyl)-DL-alanineHCID 95657—
Edukt1-AminopyrroleHCID 136589—
LösungsmittelDichloromethaneHCID 6344—
Produkt(+/-)-Phenylmethyl-[1-methyl-2-oxo-2-(1H-pyrrol-1-ylamino)ethyl]carbamateHCID 1997316866%

Reaktionsschritte

To a stirred solution consisting of carbobenzyloxy-D,L-alanine (10.0 g) and N-aminopyrrole (3.68 g) in dry DCM (224 ml) was added DCC (9.71 g) at room temperature under nitrogen. After stirring for 20 hours, the reaction mixture was filtered through a pad of celite and the solid DCU was washed with DCM. Concentration of the filtrate gave the crude product. Purification via flash column chromatography (silica gel, 30% ethyl acetate/hexane) afforded 8.50 g of the product as a solid, m.p. 153°-155° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05428053
Quelldatensatzuspto-grants-1995_06
ORD IDord-1435ff1b9a0347d887ce03f141849332
Quellennotizuspto-grants-1995_06