2-benzyloxycarbonyl-1-(tert-butyldimethylsiloxy)-2-methoxy-3,3-dimethylbutane

Base Information

Chemical Name:2-benzyloxycarbonyl-1-(tert-butyldimethylsiloxy)-2-methoxy-3,3-dimethylbutane
CAS No.:286436-49-5
Molecular Formula:C₂₁H₃₆O₄Si
Molecular Weight:380.6
Hs Code.:

Synonyms:2-benzyloxycarbonyl-1-(tert-butyldimethylsiloxy)-2-methoxy-3,3-dimethylbutane

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Chemical Property of 2-benzyloxycarbonyl-1-(tert-butyldimethylsiloxy)-2-methoxy-3,3-dimethylbutane

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Technology Process of 2-benzyloxycarbonyl-1-(tert-butyldimethylsiloxy)-2-methoxy-3,3-dimethylbutane

There total 7 articles about 2-benzyloxycarbonyl-1-(tert-butyldimethylsiloxy)-2-methoxy-3,3-dimethylbutane 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: 94.0%

: 286436-48-4
2-benzyloxycarbonyl-1-(tert-butyldimethylsiloxy)-3,3-dimethyl-2-butanol

: 74-88-4
methyl iodide

: 286436-49-5
2-benzyloxycarbonyl-1-(tert-butyldimethylsiloxy)-2-methoxy-3,3-dimethylbutane

Guidance literature:: 2-benzyloxycarbonyl-1-(tert-butyldimethylsiloxy)-3,3-dimethyl-2-butanol; With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 0.166667h;

methyl iodide; In N,N-dimethyl-formamide; at 40 ℃; Further stages.;
DOI:10.1021/ja000763m

Reference yield:

: 2-benzyloxycarbonyl-1-chloro-3-methyl-1-butene

: 286436-49-5
2-benzyloxycarbonyl-1-(tert-butyldimethylsiloxy)-2-methoxy-3,3-dimethylbutane

Guidance literature:: Multi-step reaction with 4 steps

1.1: CuBr*Me₂S / tetrahydrofuran; diethyl ether / -78 - 0 °C

1.2: ZnCl₂ / diethyl ether; tetrahydrofuran / 0.25 h / -78 °C

1.3: 100 percent / diethyl ether; tetrahydrofuran / -78 - 20 °C

2.1: 91 percent / OsO₄; NMO / acetone; 2-methyl-propan-2-ol; H₂O / 24 h / 20 °C

3.1: 98 percent / imidazole / dimethylformamide / 40 °C

4.1: NaH / dimethylformamide / 0.17 h / 20 °C

4.2: 94 percent / dimethylformamide / 40 °C

With 1H-imidazole; osmium(VIII) oxide; N-methyl-2-indolinone; copper(I) bromide dimethylsulfide complex; sodium hydride; In tetrahydrofuran; diethyl ether; water; N,N-dimethyl-formamide; acetone; tert-butyl alcohol; 1.1: complexation / 1.2: complexation / 1.3: Methylation / 2.1: Oxidation / 3.1: silylation / 4.1: Metallation / 4.2: Methylation;
DOI:10.1021/ja000763m

Reference yield:

: 286436-46-2
2-benzyloxycarbonyl-3,3-dimethyl-1-butene

: 286436-49-5
2-benzyloxycarbonyl-1-(tert-butyldimethylsiloxy)-2-methoxy-3,3-dimethylbutane

Guidance literature:: Multi-step reaction with 3 steps

1.1: 91 percent / OsO₄; NMO / acetone; 2-methyl-propan-2-ol; H₂O / 24 h / 20 °C

2.1: 98 percent / imidazole / dimethylformamide / 40 °C

3.1: NaH / dimethylformamide / 0.17 h / 20 °C

3.2: 94 percent / dimethylformamide / 40 °C

With 1H-imidazole; osmium(VIII) oxide; N-methyl-2-indolinone; sodium hydride; In water; N,N-dimethyl-formamide; acetone; tert-butyl alcohol; 1.1: Oxidation / 2.1: silylation / 3.1: Metallation / 3.2: Methylation;
DOI:10.1021/ja000763m