(1R,2S,3S,5S)-5-benzyloxy-3-(tert-butyldimethylsilyloxy)-2-(tert-butyldimethylsilyloxymethyl)-1-methanesulfonyloxycyclohexane

Base Information

Chemical Name:(1R,2S,3S,5S)-5-benzyloxy-3-(tert-butyldimethylsilyloxy)-2-(tert-butyldimethylsilyloxymethyl)-1-methanesulfonyloxycyclohexane
CAS No.:247587-55-9
Molecular Formula:C₂₇H₅₀O₆SSi₂
Molecular Weight:558.927
Hs Code.:

Synonyms:(1R,2S,3S,5S)-5-benzyloxy-3-(tert-butyldimethylsilyloxy)-2-(tert-butyldimethylsilyloxymethyl)-1-methanesulfonyloxycyclohexane

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (1R,2S,3S,5S)-5-benzyloxy-3-(tert-butyldimethylsilyloxy)-2-(tert-butyldimethylsilyloxymethyl)-1-methanesulfonyloxycyclohexane

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Technology Process of (1R,2S,3S,5S)-5-benzyloxy-3-(tert-butyldimethylsilyloxy)-2-(tert-butyldimethylsilyloxymethyl)-1-methanesulfonyloxycyclohexane

There total 6 articles about (1R,2S,3S,5S)-5-benzyloxy-3-(tert-butyldimethylsilyloxy)-2-(tert-butyldimethylsilyloxymethyl)-1-methanesulfonyloxycyclohexane 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: 92.0%

: 124-63-0
methanesulfonyl chloride

: 247587-54-8
(1R,2S,3S,5S)-5-benzyloxy-3-(tert-butyldimethylsilyloxy)-2-(tert-butyldimethylsilyloxymethyl)cyclohexanol

: 247587-55-9
(1R,2S,3S,5S)-5-benzyloxy-3-(tert-butyldimethylsilyloxy)-2-(tert-butyldimethylsilyloxymethyl)-1-methanesulfonyloxycyclohexane

Guidance literature:: With triethylamine; In dichloromethane; at 0 ℃; for 1h;
DOI:10.1021/jo9908288

Reference yield: 53.0%

: 247587-56-0
(1R,3R,4R,5S)-4-tert-butyldimethylsilyloxymethyl-5-tert-butyldimethylsilyloxy-3-methanesulfonyloxycyclohexanol

: 247587-57-1
(4R,5S)-4-tert-butyldimethylsilyloxymethyl-5-tert-butyldimethylsilyloxycyclohex-2-en-1-one

: 247587-55-9
(1R,2S,3S,5S)-5-benzyloxy-3-(tert-butyldimethylsilyloxy)-2-(tert-butyldimethylsilyloxymethyl)-1-methanesulfonyloxycyclohexane

Guidance literature:: With manganese(IV) oxide; In dichloromethane; at 20 ℃; for 21h;

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 247587-55-9
(1R,2S,3S,5S)-5-benzyloxy-3-(tert-butyldimethylsilyloxy)-2-(tert-butyldimethylsilyloxymethyl)-1-methanesulfonyloxycyclohexane

Guidance literature:: Multi-step reaction with 2 steps

1: 70 percent / imidazole / dimethylformamide / 20 °C

2: 92 percent / Et₃N / CH₂Cl₂ / 1 h / 0 °C

With 1H-imidazole; triethylamine; In dichloromethane; N,N-dimethyl-formamide; 1: Substitution / 2: Substitution;
DOI:10.1021/jo9908288