Cyclohexene, 1-((trimethylsilyl)oxy)- → beta(R)-benzyloxy-1,4-dioxaspiro[4,5]decane-2(R)-ethanol

HRID 376004

반응식

HRID 376004 반응식
[CH2:1]([O:8][C@@H:9]([C@H:12]([OH:15])[CH2:13][OH:14])[CH2:10][OH:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:16]1(O[Si](C)(C)C)[CH2:21][CH2:20][CH2:19][CH2:18][CH:17]=1>C(OCC)C.Cl>[CH2:1]([O:8][C@@H:9]([C@H:12]1[CH2:13][O:14][C:16]2([CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]2)[O:15]1)[CH2:10][OH:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

5

반응물 2

HCID 81161Cyclohexene, 1-((trimethylsilyl)oxy)-HCID 10867592(2R,3R)-(-)-2-Benzyloxy-1,3,4-butanetriol

생성물 1

HCID 53702433beta(R)-benzyloxy-1,4-dioxaspiro[4,5]decane-2(R)-ethanol수율 96,624.102%

시약·촉매·용매 2

HCID 313Hydrochloric Acid촉매HCID 3283Diethyl Ether용매

실험 절차

4.34 g (0.02 mol) of (2R,3R)-2-benzyloxybutane-1,3,4-triol were suspended in a mixture of 3.4 g (0.02 mmol) of 1-cyclohexenyloxytrimethylsilane and 40 ml of diethyl ether. Two drops of concentrated hydrochloric acid were added and the mixture was stirred at room temperature for 30 minutes. The mixture was then evaporated to give 5.65 g of β(R)-benzyloxy-1,4-dioxaspiro[4,5]decane-2(R)-ethanol in the form of a colourless viscous oil; MS: m/e 292 [M]+.

후처리

  1. customThe mixture was then evaporated

출처 및 근거

ORD 기록
ord-b6b2329048bf4e38843d8e433579907f
출처 데이터셋
uspto-grants-1996_01
특허 번호
US05488115

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