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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 54081생성일: 2026년 10월 24일

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

https://huagongshe.com/ko/reaction/54081

반응식

참여 물질

역할이름HCID투입량
반응물(2S,3S)-1,2-Epoxy-3-(Cbz-amino)-4-phenylbutaneHCID 9861019—
반응물H-Thz-NH-tBuHCID 10535636—
용매IsopropanolHCID 3776—
생성물3-[3(S)-(benzyloxyformamido)-2(R)-hydroxy-4-phenylbutyl]-N-tert.butyl-4(R)-thiazolidinecarboxamideHCID 5732441042.5%

반응 조건

온도90 °C

반응 단계

A solution of 3.2 g of N-tert.butyl-4(R)-thiazolidinecarboxamide and 5.0 g of 3(S)-(benzyloxyformamido)-1,2(S)-epoxy-4-phenylbutane in 130 ml of isopropanol was stirred under argon and heated at 90° C. under reflux for 3 days. The solution was evaporated under reduced pressure and the residue was purified by flash chromatography on silica gel using diethyl ethyl/n-hexane (2:1) for the elution. There were obtained 3.47 g of 3-[3(S)-(benzyloxyformamido)-2(R)-hydroxy-4-phenylbutyl]-N-tert.butyl-4(R)-thiazolidinecarboxamide. Recrystallization from ethyl acetate gave analytically pure material of melting point 62°-65° C.

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US05620987
출처 데이터셋uspto-grants-1997_04
ORD IDord-68e511ccc8494715943b1c10b7ed882f
출처 메모uspto-grants-1997_04