(2S,3S,4R,5R)-3-(4-methoxybenzyloxy)-5,8-bis(tert-butyldimethylsilyloxy)-2,4-dimethyloctan-1-ol

Base Information

Chemical Name:(2S,3S,4R,5R)-3-(4-methoxybenzyloxy)-5,8-bis(tert-butyldimethylsilyloxy)-2,4-dimethyloctan-1-ol
CAS No.:945402-11-9
Molecular Formula:C₃₀H₅₈O₅Si₂
Molecular Weight:554.959
Hs Code.:

Synonyms:(2S,3S,4R,5R)-3-(4-methoxybenzyloxy)-5,8-bis(tert-butyldimethylsilyloxy)-2,4-dimethyloctan-1-ol

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Chemical Property of (2S,3S,4R,5R)-3-(4-methoxybenzyloxy)-5,8-bis(tert-butyldimethylsilyloxy)-2,4-dimethyloctan-1-ol

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Technology Process of (2S,3S,4R,5R)-3-(4-methoxybenzyloxy)-5,8-bis(tert-butyldimethylsilyloxy)-2,4-dimethyloctan-1-ol

There total 8 articles about (2S,3S,4R,5R)-3-(4-methoxybenzyloxy)-5,8-bis(tert-butyldimethylsilyloxy)-2,4-dimethyloctan-1-ol 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: 55.0%

: 945402-42-6
C₂₄H₄₄O₅Si

: 945402-11-9
(2S,3S,4R,5R)-3-(4-methoxybenzyloxy)-5,8-bis(tert-butyldimethylsilyloxy)-2,4-dimethyloctan-1-ol

Guidance literature:: With 1H-imidazole; tert-butyldimethylsilyl chloride; In dichloromethane; at -78 - 0 ℃; for 6.5h;
DOI:10.1021/jm061385k

Reference yield: 55.0%

: 945402-10-8
(2S,4S,5S)-4-((2R,3R)-3,6-bis(tert-butyldimethylsilyloxy)hexan-2-yl)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxane

: 945402-11-9
(2S,3S,4R,5R)-3-(4-methoxybenzyloxy)-5,8-bis(tert-butyldimethylsilyloxy)-2,4-dimethyloctan-1-ol

: 945402-42-6
C₂₄H₄₄O₅Si

Guidance literature:: With diisobutylaluminium hydride; In hexane; dichloromethane; at -78 - -45 ℃; for 12.5h;
DOI:10.1021/jm061385k

Reference yield:

: 945402-33-5
(5R,6S,7S)-8-(4-methoxybenzyloxy)-1-(tert-butyldimethylsilyloxy)-6-hydroxy-5,7-dimethyloctan-4-one

: 945402-11-9
(2S,3S,4R,5R)-3-(4-methoxybenzyloxy)-5,8-bis(tert-butyldimethylsilyloxy)-2,4-dimethyloctan-1-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: Et₂BOMe / tetrahydrofuran; methanol / 0.67 h / -78 °C

1.2: 85 percent / NaBH₄ / tetrahydrofuran; methanol / 7.17 h / -78 °C

2.1: 60 percent / DDQ; molecular sieves 4 Angstroem / CH₂Cl₂ / 2 h / 0 - 20 °C

3.1: 99 percent / 2,6-lutidine / CH₂Cl₂ / 1.5 h / -78 - 0 °C

4.1: 41 percent / DIBALH / CH₂Cl₂; hexane / 12.5 h / -78 - -45 °C

With 2,6-dimethylpyridine; 4 A molecular sieve; diethyl methoxy borane; diisobutylaluminium hydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; methanol; hexane; dichloromethane;
DOI:10.1021/jm061385k