돌아가기
Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 1182093생성일: 2026년 10월 27일

Imidazole → (S)-3-tert-butoxycarbonylamino-4-(tert-butyl-diphenyl-silanyloxy)-butyric acid benzyl ester

https://huagongshe.com/reaction/1182093

반응식

참여 물질

역할이름HCID투입량
반응물ImidazoleHCID 795—
반응물tert-ButyldiphenylchlorosilaneHCID 94078—
반응물Phenylmethyl (3S)-3-[[(1,1-dimethylethoxy)carbonyl]amino]-4-hydroxybutanoateHCID 10040985—
용매WaterHCID 962—
용매DimethylformamideHCID 6228—
생성물(S)-3-tert-butoxycarbonylamino-4-(tert-butyl-diphenyl-silanyloxy)-butyric acid benzyl esterHCID 56648535—

반응 단계

A solution of (S)-3-tert-butoxycarbonylamino-4-hydroxy-butyric acid benzyl ester (1.34 g, 4.37 mmol) (prepared using the method of Rodriguez, Marc; Linares, Muriel; Doulut, Sylvie; Heitz, Annie; Martinez, Jean; Tetrahedron Lett. (1991), 32(7), 923-6) and imidazole (0.88 g, 13.01 mmol in dimethylformamide (7 ml) is treated with tertbutyldiphenylsilyl chloride (1.69 ml, 6.5 mmol). The reaction mixture is stirred together at room temperature for 1 hour, then diluted with water and extracted into ethylacetate. The ethylacetate phase is dried over MgSO4 and evaporated. The crude product is purified by flash silica chromatography (elution with 1:1 ethylacetate/hexane) to afford (S)-3-tert-butoxycarbonylamino-4-(tert-butyl-diphenyl-silanyloxy)-butyric acid benzyl ester. [M-BOC] 448.0.

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US07288537B2
출처 데이터셋uspto-grants-2007_10
ORD IDord-028377a034e04c02a009cd3cec4012b8
출처 메모uspto-grants-2007_10