((E)-(3R,4R)-5-Benzyloxy-3,4-dimethyl-pent-1-enyl)-tert-butyl-dimethyl-silane

Base Information

Chemical Name:((E)-(3R,4R)-5-Benzyloxy-3,4-dimethyl-pent-1-enyl)-tert-butyl-dimethyl-silane
CAS No.:90219-55-9
Molecular Formula:C₂₀H₃₄OSi
Molecular Weight:318.575
Hs Code.:

Synonyms:((E)-(3R,4R)-5-Benzyloxy-3,4-dimethyl-pent-1-enyl)-tert-butyl-dimethyl-silane

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Chemical Property of ((E)-(3R,4R)-5-Benzyloxy-3,4-dimethyl-pent-1-enyl)-tert-butyl-dimethyl-silane

Chemical Property:

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Technology Process of ((E)-(3R,4R)-5-Benzyloxy-3,4-dimethyl-pent-1-enyl)-tert-butyl-dimethyl-silane

There total 4 articles about ((E)-(3R,4R)-5-Benzyloxy-3,4-dimethyl-pent-1-enyl)-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:

: 100-39-0
benzyl bromide

: 90219-51-5
(E)-(2R,3R)-5-(tert-Butyl-dimethyl-silanyl)-2,3-dimethyl-pent-4-en-1-ol

: 90219-55-9
((E)-(3R,4R)-5-Benzyloxy-3,4-dimethyl-pent-1-enyl)-tert-butyl-dimethyl-silane

Guidance literature:: With potassium hydride; In tetrahydrofuran; at 0 - 25 ℃; for 1h;
DOI:10.1021/ja00324a043

Reference yield:

: (R)-1-(tert-butyldimethylsilyl)-trans-2-buten-1-yl propionate

: 90219-55-9
((E)-(3R,4R)-5-Benzyloxy-3,4-dimethyl-pent-1-enyl)-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) LHMDS; 2.) HMPA / tetrahydrofuran / -78 °C / 2.) -78 deg C to r.t., 14 h

2: diethyl ether

3: LAH / tetrahydrofuran; diethyl ether / 0 °C

4: KH / tetrahydrofuran / 1 h / 0 - 25 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium aluminium tetrahydride; potassium hydride; lithium hexamethyldisilazane; In tetrahydrofuran; diethyl ether;
DOI:10.1021/ja00324a043

Reference yield:

: 90219-43-5
(E)-(2R,3R)-5-(tert-Butyl-dimethyl-silanyl)-2,3-dimethyl-pent-4-enoic acid

: 90219-55-9
((E)-(3R,4R)-5-Benzyloxy-3,4-dimethyl-pent-1-enyl)-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 3 steps

1: diethyl ether

2: LAH / tetrahydrofuran; diethyl ether / 0 °C

3: KH / tetrahydrofuran / 1 h / 0 - 25 °C

With lithium aluminium tetrahydride; potassium hydride; In tetrahydrofuran; diethyl ether;
DOI:10.1021/ja00324a043