(3S,4R,6S,8S)-4-(2-tert-butyldimethylsilyloxyethyl)-8-benzyloxy-4-triethylsilyloxy-6-(triisopropyl)silyloxy-1-oxaspiro[2.5]octane

Base Information

Chemical Name:(3S,4R,6S,8S)-4-(2-tert-butyldimethylsilyloxyethyl)-8-benzyloxy-4-triethylsilyloxy-6-(triisopropyl)silyloxy-1-oxaspiro[2.5]octane
CAS No.:874350-03-5
Molecular Formula:C₃₇H₇₀O₅Si₃
Molecular Weight:679.216
Hs Code.:

Synonyms:(3S,4R,6S,8S)-4-(2-tert-butyldimethylsilyloxyethyl)-8-benzyloxy-4-triethylsilyloxy-6-(triisopropyl)silyloxy-1-oxaspiro[2.5]octane

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Chemical Property of (3S,4R,6S,8S)-4-(2-tert-butyldimethylsilyloxyethyl)-8-benzyloxy-4-triethylsilyloxy-6-(triisopropyl)silyloxy-1-oxaspiro[2.5]octane

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Technology Process of (3S,4R,6S,8S)-4-(2-tert-butyldimethylsilyloxyethyl)-8-benzyloxy-4-triethylsilyloxy-6-(triisopropyl)silyloxy-1-oxaspiro[2.5]octane

There total 5 articles about (3S,4R,6S,8S)-4-(2-tert-butyldimethylsilyloxyethyl)-8-benzyloxy-4-triethylsilyloxy-6-(triisopropyl)silyloxy-1-oxaspiro[2.5]octane 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: 98.0%

: (4R,6S,8S)-8-Benzyloxy-4-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-6-triisopropylsilanyloxy-1-oxa-spiro[2.5]octan-4-ol

: 79271-56-0
triethylsilyl trifluoromethyl sulfonate

: 874350-03-5
(3S,4R,6S,8S)-4-(2-tert-butyldimethylsilyloxyethyl)-8-benzyloxy-4-triethylsilyloxy-6-(triisopropyl)silyloxy-1-oxaspiro[2.5]octane

Guidance literature:: With triethylamine; In dichloromethane; at 0 ℃; for 2h;
DOI:10.1002/chem.200500640

Reference yield:

: 874349-99-2
(1R,3S,5S)-1-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-methylene-5-triisopropylsilanyloxy-cyclohexane-1,3-diol

: 874350-03-5
(3S,4R,6S,8S)-4-(2-tert-butyldimethylsilyloxyethyl)-8-benzyloxy-4-triethylsilyloxy-6-(triisopropyl)silyloxy-1-oxaspiro[2.5]octane

Guidance literature:: Multi-step reaction with 3 steps

1: 86 percent / NaH / dimethylformamide / 0 - 20 °C

2: 94 percent / 3-chloroperbenzoic acid; NaHCO₃ / CH₂Cl₂ / 2 h / 0 °C

3: 98 percent / Et₃N / CH₂Cl₂ / 2 h / 0 °C

With sodium hydride; sodium hydrogencarbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/chem.200500640

Reference yield:

: 874350-02-4
(1R,3S,5S)-1-(2-tert-butyldimethylsilyloxyethyl)-3-benzyloxy-5-triisopropylsilyloxy-2-methylencyclohexan-1-ol

: 874350-03-5
(3S,4R,6S,8S)-4-(2-tert-butyldimethylsilyloxyethyl)-8-benzyloxy-4-triethylsilyloxy-6-(triisopropyl)silyloxy-1-oxaspiro[2.5]octane

Guidance literature:: Multi-step reaction with 2 steps

1: 94 percent / 3-chloroperbenzoic acid; NaHCO₃ / CH₂Cl₂ / 2 h / 0 °C

2: 98 percent / Et₃N / CH₂Cl₂ / 2 h / 0 °C

With sodium hydrogencarbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;
DOI:10.1002/chem.200500640