(2R,3S)-4-(tert-butyldiphenylsilyloxy)-3-(4-methoxybenzyloxy)-2-methylbutan-1-ol

Base Information

Chemical Name:(2R,3S)-4-(tert-butyldiphenylsilyloxy)-3-(4-methoxybenzyloxy)-2-methylbutan-1-ol
CAS No.:1331882-90-6
Molecular Formula:C₂₉H₃₈O₄Si
Molecular Weight:478.704
Hs Code.:

Synonyms:(2R,3S)-4-(tert-butyldiphenylsilyloxy)-3-(4-methoxybenzyloxy)-2-methylbutan-1-ol

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Chemical Property of (2R,3S)-4-(tert-butyldiphenylsilyloxy)-3-(4-methoxybenzyloxy)-2-methylbutan-1-ol

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Technology Process of (2R,3S)-4-(tert-butyldiphenylsilyloxy)-3-(4-methoxybenzyloxy)-2-methylbutan-1-ol

There total 5 articles about (2R,3S)-4-(tert-butyldiphenylsilyloxy)-3-(4-methoxybenzyloxy)-2-methylbutan-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: 80.0%

: 2186-92-7
p-Anisaldehyde dimethyl acetal

: 128329-22-6
(2R,3S)-<(tert-butyldiphenylsilyl)oxy>-2-methyl-1,3-butanediol

: 1331882-90-6
(2R,3S)-4-(tert-butyldiphenylsilyloxy)-3-(4-methoxybenzyloxy)-2-methylbutan-1-ol

Guidance literature:: p-Anisaldehyde dimethyl acetal; (2R,3S)-<(tert-butyldiphenylsilyl)oxy>-2-methyl-1,3-butanediol; In acetonitrile; at 25 ℃; for 12h;

With diisobutylaluminium hydride; In toluene; at -55 ℃; for 5h;

With methanol; In toluene; at -50 ℃;
DOI:10.1021/jo200934w

Reference yield: 79.0%

: 1415934-60-9
tert-butyl(((4S,5R)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)methoxy)diphenylsilane

: 1331882-90-6
(2R,3S)-4-(tert-butyldiphenylsilyloxy)-3-(4-methoxybenzyloxy)-2-methylbutan-1-ol

Guidance literature:: With diisobutylaluminium hydride; In hexane; dichloromethane; at 0 - 20 ℃; for 2h; Inert atmosphere;
DOI:10.1021/ol3030692

Reference yield:

: 1415934-59-6
(2S,3S)-1-((S)-4-benzyl-2-thioxothiazolidin-3-yl)-4-(tert-butyldiphenylsilyloxy)-3-hydroxy-2-methylbutan-1-one

: 1331882-90-6
(2R,3S)-4-(tert-butyldiphenylsilyloxy)-3-(4-methoxybenzyloxy)-2-methylbutan-1-ol

Guidance literature:: Multi-step reaction with 3 steps

1: sodium tetrahydroborate / tetrahydrofuran; ethanol / 3 h / 20 °C / Inert atmosphere

2: 10-camphorsufonic acid / dichloromethane / 12 h / 20 °C / Inert atmosphere

3: diisobutylaluminium hydride / dichloromethane; hexane / 2 h / 0 - 20 °C / Inert atmosphere

With sodium tetrahydroborate; 10-camphorsufonic acid; diisobutylaluminium hydride; In tetrahydrofuran; ethanol; hexane; dichloromethane;
DOI:10.1021/ol3030692