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HRID 742857作成日:2026年10月25日

(2S,3S)-1,2-Epoxy-3-(Cbz-amino)-4-phenylbutane → 1-[3(S)-(benzyloxyformamido)-2(R)-hydroxy-4-phenylbutyl]-N-tert.butyl-octahydro-cyclopenta[b]pyrrole-2-carboxamide

https://huagongshe.com/reaction/742857

反応式

関与物質

役割名称HCID仕込み量
反応物(2S,3S)-1,2-Epoxy-3-(Cbz-amino)-4-phenylbutaneHCID 9861019—
反応物N-tert.butyl-octahydro-cyclopenta[b]pyrrole-2-carboxamideHCID 19031947—
溶媒EthanolHCID 702—
生成物1-[3(S)-(benzyloxyformamido)-2(R)-hydroxy-4-phenylbutyl]-N-tert.butyl-octahydro-cyclopenta[b]pyrrole-2-carboxamideHCID 5728614092.7%

反応手順

A solution of 2.98 g of 3(S)-(benzyloxyformamido)-1,2(S)-epoxy-4-phenylbutane and 2.1 g of N-tert.butyl-octahydro-cyclopenta[b]pyrrole-2-carboxamide in 50 ml of ethanol was heated at reflux for 10 hours and the solvent was then removed by evaporation. Chromatography on silica gel using System H for the elution then gave 4.7 g of 1-[3(S)-(benzyloxyformamido)-2(R)-hydroxy-4-phenylbutyl]-N-tert.butyl-octahydro-cyclopenta[b]pyrrole-2-carboxamide as a mixture of four diastereomers; MS: m/e 508 [M+H]+.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US05554756
出典データセットuspto-grants-1996_09
ORD IDord-57ff409b34b6485d9d14e80f5c4a7647
出典メモuspto-grants-1996_09