(R)-2-(tert-butyldiphenylsilanyloxy)-2-((2R,4R,6S)-4-methoxy-6-(phenylthio)tetrahydro-2H-pyran-2-yl)ethanol

Base Information

Chemical Name:(R)-2-(tert-butyldiphenylsilanyloxy)-2-((2R,4R,6S)-4-methoxy-6-(phenylthio)tetrahydro-2H-pyran-2-yl)ethanol
CAS No.:920018-60-6
Molecular Formula:C₃₀H₃₈O₄SSi
Molecular Weight:522.781
Hs Code.:

Synonyms:(R)-2-(tert-butyldiphenylsilanyloxy)-2-((2R,4R,6S)-4-methoxy-6-(phenylthio)tetrahydro-2H-pyran-2-yl)ethanol

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Chemical Property of (R)-2-(tert-butyldiphenylsilanyloxy)-2-((2R,4R,6S)-4-methoxy-6-(phenylthio)tetrahydro-2H-pyran-2-yl)ethanol

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Technology Process of (R)-2-(tert-butyldiphenylsilanyloxy)-2-((2R,4R,6S)-4-methoxy-6-(phenylthio)tetrahydro-2H-pyran-2-yl)ethanol

There total 22 articles about (R)-2-(tert-butyldiphenylsilanyloxy)-2-((2R,4R,6S)-4-methoxy-6-(phenylthio)tetrahydro-2H-pyran-2-yl)ethanol 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: 47.0%

: 920018-76-4
(R)-2-(tert-butyldiphenylsilanyloxy)-2-((2R,4R,6R)-4,6-dimethoxytetrahydro-2H-pyran-2-yl)ethanol

: 4551-15-9
phenylthiotrimethylsilane

: 920018-60-6
(R)-2-(tert-butyldiphenylsilanyloxy)-2-((2R,4R,6S)-4-methoxy-6-(phenylthio)tetrahydro-2H-pyran-2-yl)ethanol

Guidance literature:: With zinc(II) iodide; In 1,2-dichloro-ethane; at 0 - 20 ℃; for 5h;
DOI:10.1021/ol062530r

Reference yield: 47.0%

: 920018-76-4
(R)-2-(tert-butyldiphenylsilanyloxy)-2-((2R,4R,6R)-4,6-dimethoxytetrahydro-2H-pyran-2-yl)ethanol

: 4551-15-9
phenylthiotrimethylsilane

: 920018-60-6
(R)-2-(tert-butyldiphenylsilanyloxy)-2-((2R,4R,6S)-4-methoxy-6-(phenylthio)tetrahydro-2H-pyran-2-yl)ethanol

: 1407517-56-9
(R)-2-(tert-butyldiphenylsilanyloxy)-2-((2R,4R,6R)-4-methoxy-6-(phenylthio)tetrahydro-2H-pyran-2-yl)ethanol

Guidance literature:: With zinc(II) iodide; In 1,2-dichloro-ethane; at 0 - 20 ℃; for 5h;
DOI:10.1039/c2ob25766a

Reference yield:

: 920018-58-2
(R)-1-((2R,4R,6R)-4,6-dimethoxytetrahydro-2H-pyran-2-yl)ethane-1,2-diol

: 920018-60-6
(R)-2-(tert-butyldiphenylsilanyloxy)-2-((2R,4R,6S)-4-methoxy-6-(phenylthio)tetrahydro-2H-pyran-2-yl)ethanol

Guidance literature:: Multi-step reaction with 4 steps

1: 78 percent / imidazole; 4-N,N-dimethylaminopyridine / dimethylformamide / 12 h

2: 96 percent / 2,6-lutidine / CH₂Cl₂ / 5.5 h / 0 - 20 °C

3: 75 percent / pyridinium p-toluenesulfonate / methanol / 3 h / Heating

4: 47 percent / zinc iodide / 1,2-dichloro-ethane / 5 h / 0 - 20 °C

With 1H-imidazole; 2,6-dimethylpyridine; dmap; pyridinium p-toluenesulfonate; zinc(II) iodide; In methanol; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1021/ol062530r