(2S,3S)-3-(4-tert-butyldimethylsilyloxyphenyl)-3-tert-butyldiphenylsilyloxy-2-methylpropanol

Base Information

Chemical Name:(2S,3S)-3-(4-tert-butyldimethylsilyloxyphenyl)-3-tert-butyldiphenylsilyloxy-2-methylpropanol
CAS No.:172170-17-1
Molecular Formula:C₃₂H₄₆O₃Si₂
Molecular Weight:534.886
Hs Code.:

Synonyms:(2S,3S)-3-(4-tert-butyldimethylsilyloxyphenyl)-3-tert-butyldiphenylsilyloxy-2-methylpropanol

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Chemical Property of (2S,3S)-3-(4-tert-butyldimethylsilyloxyphenyl)-3-tert-butyldiphenylsilyloxy-2-methylpropanol

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Technology Process of (2S,3S)-3-(4-tert-butyldimethylsilyloxyphenyl)-3-tert-butyldiphenylsilyloxy-2-methylpropanol

There total 12 articles about (2S,3S)-3-(4-tert-butyldimethylsilyloxyphenyl)-3-tert-butyldiphenylsilyloxy-2-methylpropanol 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: 99.0%

: 172170-16-0
(2S,3S)-1-acetoxy-3-(4-tert-butyldimethylsilyloxyphenyl)-3-tert-butyldiphenylsilyloxy-2-methylpropane

: 172170-17-1
(2S,3S)-3-(4-tert-butyldimethylsilyloxyphenyl)-3-tert-butyldiphenylsilyloxy-2-methylpropanol

Guidance literature:: With diisobutylaluminium hydride; In toluene; at -78 ℃; for 1h;
DOI:10.1016/S0040-4020(98)00647-4

Reference yield:

: 120743-99-9
p-[(tert-butyldimethylsilyl)oxy]benzaldehyde

: 172170-17-1
(2S,3S)-3-(4-tert-butyldimethylsilyloxyphenyl)-3-tert-butyldiphenylsilyloxy-2-methylpropanol

Guidance literature:: Multi-step reaction with 5 steps

1: 36 percent / Zn dust / benzene / 1.5 h / Heating

2: 76 percent / LiAlH₄ / tetrahydrofuran / 1.5 h / 0 °C

3: Amano P lipase / various solvent(s) / 7 h / 33 °C / Enzymatic reaction

4: 97 percent / imidazole; 4-dimethylaminopyridine / CH₂Cl₂ / 44 h / 20 °C

5: 99 percent / HAl(i-Bu)2 / toluene / 1 h / -78 °C

With 1H-imidazole; dmap; lithium aluminium tetrahydride; Amano P lipase; diisobutylaluminium hydride; zinc; In tetrahydrofuran; dichloromethane; toluene; benzene; 1: Addition / 2: Reduction / 3: Acetylation / 4: Substitution / 5: reductive deacetylation;
DOI:10.1016/S0040-4020(98)00647-4

Reference yield:

: 172170-12-6
(+/-)-methyl 3-(4-tert-butyldimethylsilyloxyphenyl)-2-methyl-3-oxopropanoate

: 172170-17-1
(2S,3S)-3-(4-tert-butyldimethylsilyloxyphenyl)-3-tert-butyldiphenylsilyloxy-2-methylpropanol

Guidance literature:: Multi-step reaction with 5 steps

1: 6.2 percent / Zn(BH₄)2-Et₂O / diethyl ether / 4 h / -20 °C

2: 76 percent / LiAlH₄ / tetrahydrofuran / 1.5 h / 0 °C

3: Amano P lipase / various solvent(s) / 7 h / 33 °C / Enzymatic reaction

4: 97 percent / imidazole; 4-dimethylaminopyridine / CH₂Cl₂ / 44 h / 20 °C

5: 99 percent / HAl(i-Bu)2 / toluene / 1 h / -78 °C

With 1H-imidazole; dmap; lithium aluminium tetrahydride; Zn(BH₄)2*Et₂O; Amano P lipase; diisobutylaluminium hydride; In tetrahydrofuran; diethyl ether; dichloromethane; toluene; 1: Reduction / 2: Reduction / 3: Acetylation / 4: Substitution / 5: reductive deacetylation;
DOI:10.1016/S0040-4020(98)00647-4