((2S,3S)-2-Benzyloxy-3-methyl-pent-4-enyloxy)-tert-butyl-dimethyl-silane

Base Information

Chemical Name:((2S,3S)-2-Benzyloxy-3-methyl-pent-4-enyloxy)-tert-butyl-dimethyl-silane
CAS No.:479196-37-7
Molecular Formula:C₁₉H₃₂O₂Si
Molecular Weight:320.547
Hs Code.:

Synonyms:((2S,3S)-2-Benzyloxy-3-methyl-pent-4-enyloxy)-tert-butyl-dimethyl-silane

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Chemical Property of ((2S,3S)-2-Benzyloxy-3-methyl-pent-4-enyloxy)-tert-butyl-dimethyl-silane

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Technology Process of ((2S,3S)-2-Benzyloxy-3-methyl-pent-4-enyloxy)-tert-butyl-dimethyl-silane

There total 2 articles about ((2S,3S)-2-Benzyloxy-3-methyl-pent-4-enyloxy)-tert-butyl-dimethyl-silane 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: 86.0%

: 100-39-0
benzyl bromide

: 479196-36-6
(2S,3S)-1-((tert-butyldimethylsilyl)oxy)-3-methylpent-4-en-2-ol

: 479196-37-7
((2S,3S)-2-Benzyloxy-3-methyl-pent-4-enyloxy)-tert-butyl-dimethyl-silane

Guidance literature:: (2S,3S)-1-((tert-butyldimethylsilyl)oxy)-3-methylpent-4-en-2-ol; With tert.-butyl lithium; In tetrahydrofuran; at -78 ℃;

benzyl bromide; With N,N,N,N,N,N-hexamethylphosphoric triamide; In tetrahydrofuran; Further stages.;
DOI:10.1039/b207383h

Reference yield:

: 102191-92-4
tert-butyldimethylsiloxyacetaldehyde

: 479196-37-7
((2S,3S)-2-Benzyloxy-3-methyl-pent-4-enyloxy)-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 2 steps

1.1: tetrahydrofuran; diethyl ether / -78 °C

1.2: aq. NaOH; H₂O₂ / tetrahydrofuran; diethyl ether

2.1: t-BuLi / tetrahydrofuran / -78 °C

2.2: 86 percent / HMPA / tetrahydrofuran

With tert.-butyl lithium; In tetrahydrofuran; diethyl ether; 1.1: Brown's E-crotylboration;
DOI:10.1039/b207383h

Reference yield: 74.0%

: 479196-37-7
((2S,3S)-2-Benzyloxy-3-methyl-pent-4-enyloxy)-tert-butyl-dimethyl-silane

: 479196-38-8
(2R,3S)-3-Benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-2-methyl-butyraldehyde

Guidance literature:: ((2S,3S)-2-Benzyloxy-3-methyl-pent-4-enyloxy)-tert-butyl-dimethyl-silane; With ozone; In dichloromethane; at -78 ℃;

With triphenylphosphine; In dichloromethane; Further stages.;
DOI:10.1039/b207383h