(3β,4α,5β)-1-bromo-3-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-4-hydroxy-5-(phenylseleno)cyclohex-1-ene

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Chemical Name:(3β,4α,5β)-1-bromo-3-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-4-hydroxy-5-(phenylseleno)cyclohex-1-ene
CAS No.:121073-18-5
Molecular Formula:C₁₈H₂₇BrO₂SeSi
Molecular Weight:462.361
Hs Code.:

Synonyms:(3β,4α,5β)-1-bromo-3-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-4-hydroxy-5-(phenylseleno)cyclohex-1-ene

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Chemical Property of (3β,4α,5β)-1-bromo-3-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-4-hydroxy-5-(phenylseleno)cyclohex-1-ene

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Technology Process of (3β,4α,5β)-1-bromo-3-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-4-hydroxy-5-(phenylseleno)cyclohex-1-ene

There total 5 articles about (3β,4α,5β)-1-bromo-3-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-4-hydroxy-5-(phenylseleno)cyclohex-1-ene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 30.0%

: 1666-13-3
diphenyl diselenide

: 121073-16-3
(1β,2β,6β)-2-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-4-bromo-7-oxabicyclo<4.1.0>hept-3-ene

: 121073-18-5
(3β,4α,5β)-1-bromo-3-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-4-hydroxy-5-(phenylseleno)cyclohex-1-ene

Guidance literature:: With sodium tetrahydroborate; In methanol; 1.) 0 deg C, 12 h, 2.) RT, 24 h;
DOI:10.1021/jo00273a005

Reference yield:

: 121073-14-1
1-bromo-3-<<(1,1-dimethylethyl)dimethylsilyl>oxy>cyclohexa-1,4-diene

: 121073-18-5
(3β,4α,5β)-1-bromo-3-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-4-hydroxy-5-(phenylseleno)cyclohex-1-ene

Guidance literature:: Multi-step reaction with 2 steps

1: 44 percent / sodium phosphate, m-CPBA / CHCl₃ / 43 h / Ambient temperature

2: 30 percent / NaBH₄ / methanol / 1.) 0 deg C, 12 h, 2.) RT, 24 h

With sodium tetrahydroborate; 3-chloro-benzenecarboperoxoic acid; sodium phosphate; In methanol; chloroform;
DOI:10.1021/jo00273a005

Reference yield:

: 121073-08-3
3-bromo-6-(phenylseleno)cyclohex-2-en-1-one

: 121073-18-5
(3β,4α,5β)-1-bromo-3-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-4-hydroxy-5-(phenylseleno)cyclohex-1-ene

Guidance literature:: Multi-step reaction with 5 steps

1: 79 percent / NaBH₄, CeCl₃*7H₂O / ethanol / 1.5 h / 0 - 20 °C

2: Et₃N, DMAP / CH₂Cl₂ / 50 h / Heating

3: sodium phosphate, tetrabutylammonium periodate / CHCl₃ / 24 h

4: 44 percent / sodium phosphate, m-CPBA / CHCl₃ / 43 h / Ambient temperature

5: 30 percent / NaBH₄ / methanol / 1.) 0 deg C, 12 h, 2.) RT, 24 h

With dmap; sodium tetrahydroborate; cerium(III) chloride; tetrabutylammonium periodite; triethylamine; 3-chloro-benzenecarboperoxoic acid; sodium phosphate; In methanol; ethanol; dichloromethane; chloroform;
DOI:10.1021/jo00273a005