(2S,3R)-4-(tert-butyldiphenylsiloxy)-2-(methoxymethoxy)-3-methyl-1-butanol

Base Information

Chemical Name:(2S,3R)-4-(tert-butyldiphenylsiloxy)-2-(methoxymethoxy)-3-methyl-1-butanol
CAS No.:320575-04-0
Molecular Formula:C₂₃H₃₄O₄Si
Molecular Weight:402.606
Hs Code.:

Synonyms:(2S,3R)-4-(tert-butyldiphenylsiloxy)-2-(methoxymethoxy)-3-methyl-1-butanol

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Chemical Property of (2S,3R)-4-(tert-butyldiphenylsiloxy)-2-(methoxymethoxy)-3-methyl-1-butanol

Chemical Property:

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Technology Process of (2S,3R)-4-(tert-butyldiphenylsiloxy)-2-(methoxymethoxy)-3-methyl-1-butanol

There total 4 articles about (2S,3R)-4-(tert-butyldiphenylsiloxy)-2-(methoxymethoxy)-3-methyl-1-butanol 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:

: 91751-24-5,92817-88-4,123284-89-9,112897-04-8
(R)-3-[(tert-butyldiphenylsilyl)oxy]-2-methylpropanal

: 320575-04-0
(2S,3R)-4-(tert-butyldiphenylsiloxy)-2-(methoxymethoxy)-3-methyl-1-butanol

Guidance literature:: Multi-step reaction with 2 steps

1.1: tetrahydrofuran / 0.03 h / -110 °C

1.2: KOtBu / tetrahydrofuran / 0.17 h / 0 °C

1.3: AD-mix; MwSO₂NH₂ / H₂O; 2-methyl-propan-2-ol

2.1: Et₃N / CH₂Cl₂

With triethylamine; In tetrahydrofuran; dichloromethane; 1.1: Addition / 1.2: Elimination / 1.3: asymmetric Sharpless dihydroxylation / 2.1: Esterification;
DOI:10.1021/ol006483t

Reference yield:

: 95514-04-8,129029-85-2,120346-83-0
(S)-3-(tert-butyldiphenylsilyloxy)-2-methylpropan-1-ol

: 320575-04-0
(2S,3R)-4-(tert-butyldiphenylsiloxy)-2-(methoxymethoxy)-3-methyl-1-butanol

Guidance literature:: Multi-step reaction with 3 steps

1.1: 99 percent / polymer-bound {NMe₃⁽¹⁺⁾*Br(OAc)2^(1-)}; 2,2,6,6-tetramethyl-1-piperidinyloxyl / CH₂Cl₂ / 1.5 h / 20 °C

2.1: tetrahydrofuran / 0.03 h / -110 °C

2.2: KOtBu / tetrahydrofuran / 0.17 h / 0 °C

2.3: AD-mix; MwSO₂NH₂ / H₂O; 2-methyl-propan-2-ol

3.1: Et₃N / CH₂Cl₂

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; polymer-bound {NMe₃⁽¹⁺⁾*Br(OAc)2^(1-)}; triethylamine; In tetrahydrofuran; dichloromethane; 1.1: Oxidation / 2.1: Addition / 2.2: Elimination / 2.3: asymmetric Sharpless dihydroxylation / 3.1: Esterification;
DOI:10.1021/ol006483t

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 320575-04-0
(2S,3R)-4-(tert-butyldiphenylsiloxy)-2-(methoxymethoxy)-3-methyl-1-butanol

Guidance literature:: Multi-step reaction with 4 steps

1.2: DIBAl

2.1: 99 percent / polymer-bound {NMe₃⁽¹⁺⁾*Br(OAc)2^(1-)}; 2,2,6,6-tetramethyl-1-piperidinyloxyl / CH₂Cl₂ / 1.5 h / 20 °C

3.1: tetrahydrofuran / 0.03 h / -110 °C

3.2: KOtBu / tetrahydrofuran / 0.17 h / 0 °C

3.3: AD-mix; MwSO₂NH₂ / H₂O; 2-methyl-propan-2-ol

4.1: Et₃N / CH₂Cl₂

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; polymer-bound {NMe₃⁽¹⁺⁾*Br(OAc)2^(1-)}; triethylamine; In tetrahydrofuran; dichloromethane; 1.1: Esterification / 1.2: Reduction / 2.1: Oxidation / 3.1: Addition / 3.2: Elimination / 3.3: asymmetric Sharpless dihydroxylation / 4.1: Esterification;
DOI:10.1021/ol006483t