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HRID 327824作成日:2026年10月27日

Dicyclohexylcarbodiimide → (R)-phenylmethyl-[1-methyl-2-oxo-2-(1H-pyrrol-1-ylamino)ethyl]carbamate

https://huagongshe.com/reaction/327824

反応式

関与物質

役割名称HCID仕込み量
反応物DicyclohexylcarbodiimideHCID 10868—
反応物N-Cbz-d-alanineHCID 70832—
反応物1-AminopyrroleHCID 136589—
溶媒DichloromethaneHCID 6344—
生成物(R)-phenylmethyl-[1-methyl-2-oxo-2-(1H-pyrrol-1-ylamino)ethyl]carbamateHCID 13171829490.8%

反応手順

To a stirred solution consisting of carbobenzyloxy-D-alanine (10.0 g) and N-aminopyrrole (3.68 g) in dry DCM (224 ml) was added DCC (9.71 g) at 0° C. under nitrogen. The cooling bath was removed after ten minutes and the reaction mixture was allowed to stir at room temperature for 24 hours. The suspension was filtered and the DCU filter cake was washed with hot ethyl acetate. Concentration of the filtrate gave the crude product. Recrystallization from EtOAc/hexane afforded 11.69 g of the desired product as a solid, m.p. 172°-174° C.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US05274116
出典データセットuspto-grants-1993_12
ORD IDord-7d0b79cdba62427f8bfa53befbba185c
出典メモuspto-grants-1993_12