(2S,3R,4S)-4-(4-(benzyloxy)-3-methoxyphenyl)-4-((tert-butyldimethylsilyl)oxy)-2,3-dimethylbutan-1-ol

Base Information

Chemical Name:(2S,3R,4S)-4-(4-(benzyloxy)-3-methoxyphenyl)-4-((tert-butyldimethylsilyl)oxy)-2,3-dimethylbutan-1-ol
CAS No.:1310802-60-8
Molecular Formula:C₂₆H₄₀O₄Si
Molecular Weight:444.687
Hs Code.:

Synonyms:(2S,3R,4S)-4-(4-(benzyloxy)-3-methoxyphenyl)-4-((tert-butyldimethylsilyl)oxy)-2,3-dimethylbutan-1-ol

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Chemical Property of (2S,3R,4S)-4-(4-(benzyloxy)-3-methoxyphenyl)-4-((tert-butyldimethylsilyl)oxy)-2,3-dimethylbutan-1-ol

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Technology Process of (2S,3R,4S)-4-(4-(benzyloxy)-3-methoxyphenyl)-4-((tert-butyldimethylsilyl)oxy)-2,3-dimethylbutan-1-ol

There total 7 articles about (2S,3R,4S)-4-(4-(benzyloxy)-3-methoxyphenyl)-4-((tert-butyldimethylsilyl)oxy)-2,3-dimethylbutan-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: 93.0%

: 1310802-59-5
(((1S,2R)-1-(4-(benzyloxy)-3-methoxyphenyl)-2,3-dimethylbut-3-en-1-yl)oxy)(tert-butyl)dimethylsilane

: 1310802-60-8
(2S,3R,4S)-4-(4-(benzyloxy)-3-methoxyphenyl)-4-((tert-butyldimethylsilyl)oxy)-2,3-dimethylbutan-1-ol

Guidance literature:: (((1S,2R)-1-(4-(benzyloxy)-3-methoxyphenyl)-2,3-dimethylbut-3-en-1-yl)oxy)(tert-butyl)dimethylsilane; With 9-bora-bicyclo[3.3.1]nonane; In tetrahydrofuran; at 0 - 20 ℃; for 5h;

With dihydrogen peroxide; sodium hydroxide; In tetrahydrofuran; water; for 2h; optical yield given as %de; diastereospecific reaction;
DOI:10.1016/j.tetlet.2011.03.154

Reference yield:

C₂₅H₃₈O₄Si: 1310802-64-2
C₂₅H₃₈O₄Si

: 1310802-60-8
(2S,3R,4S)-4-(4-(benzyloxy)-3-methoxyphenyl)-4-((tert-butyldimethylsilyl)oxy)-2,3-dimethylbutan-1-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: Dess-Martin periodane / dichloromethane / 15 h / 20 °C

2.1: tetrahydrofuran; toluene / 5 h / -40 °C

3.1: 9-bora-bicyclo[3.3.1]nonane / tetrahydrofuran / 5 h / 0 - 20 °C

3.2: 2 h

With Dess-Martin periodane; 9-bora-bicyclo[3.3.1]nonane; In tetrahydrofuran; dichloromethane; toluene; 1.1: Dess-Martin oxidation;
DOI:10.1016/j.tetlet.2011.03.154

Reference yield:

: 1310802-63-1
(2S,3S)-3-(4-(benzyloxy)-3-methoxyphenyl)-3-((tert-butyldimethylsilyl)oxy)-2-methylpropanal

: 1310802-60-8
(2S,3R,4S)-4-(4-(benzyloxy)-3-methoxyphenyl)-4-((tert-butyldimethylsilyl)oxy)-2,3-dimethylbutan-1-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: tetrahydrofuran / 3 h / 0 °C

2.1: Dess-Martin periodane / dichloromethane / 15 h / 20 °C

3.1: tetrahydrofuran; toluene / 5 h / -40 °C

4.1: 9-bora-bicyclo[3.3.1]nonane / tetrahydrofuran / 5 h / 0 - 20 °C

4.2: 2 h

With Dess-Martin periodane; 9-bora-bicyclo[3.3.1]nonane; In tetrahydrofuran; dichloromethane; toluene; 1.1: Grignard reaction / 2.1: Dess-Martin oxidation;
DOI:10.1016/j.tetlet.2011.03.154