(E)-2-(tert-butyldimethylsiloxy)<(4-(carbomethoxy)-3-oxopentyl)methylidene>cyclohexane

Base Information

Chemical Name:(E)-2-(tert-butyldimethylsiloxy)<(4-(carbomethoxy)-3-oxopentyl)methylidene>cyclohexane
CAS No.:79707-72-5
Molecular Formula:C₂₀H₃₆O₄Si
Molecular Weight:368.589
Hs Code.:

Synonyms:(E)-2-(tert-butyldimethylsiloxy)<(4-(carbomethoxy)-3-oxopentyl)methylidene>cyclohexane

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Chemical Property of (E)-2-(tert-butyldimethylsiloxy)<(4-(carbomethoxy)-3-oxopentyl)methylidene>cyclohexane

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Technology Process of (E)-2-(tert-butyldimethylsiloxy)<(4-(carbomethoxy)-3-oxopentyl)methylidene>cyclohexane

There total 5 articles about (E)-2-(tert-butyldimethylsiloxy)<(4-(carbomethoxy)-3-oxopentyl)methylidene>cyclohexane 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:

: 95713-78-3
(Z)-<(carboethoxy)methylidene>-2-hydroxycyclohexane

: 79707-72-5
(E)-2-(tert-butyldimethylsiloxy)<(4-(carbomethoxy)-3-oxopentyl)methylidene>cyclohexane

Guidance literature:: Multi-step reaction with 4 steps

1: 81 percent / imidazole / dimethylformamide / 2 h / 25 °C

2: 96 percent / diisobutylaluminum hydride / toluene; hexane / 1) -78 deg C, 1.5 h; 2) 25 deg C, 30 min

3: 84 percent / CCl₄, HMPA / diethyl ether / 1.5 h / 0 °C

4: 1.) sodium hydride, 2.) n-butyllithium / 1) THF, 0 deg C, 30 min; 2) hexane, THF, 30 min; 3) THF, 0 deg C, 45 min

With 1H-imidazole; tetrachloromethane; N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; sodium hydride; diisobutylaluminium hydride; In diethyl ether; hexane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ja00415a024

Reference yield:

: 79707-70-3
(E)-2-(tert-butyldimethylsiloxy)<(hydroxymethyl)methylidene>cyclohexane

: 79707-72-5
(E)-2-(tert-butyldimethylsiloxy)<(4-(carbomethoxy)-3-oxopentyl)methylidene>cyclohexane

Guidance literature:: Multi-step reaction with 2 steps

1: 84 percent / CCl₄, HMPA / diethyl ether / 1.5 h / 0 °C

2: 1.) sodium hydride, 2.) n-butyllithium / 1) THF, 0 deg C, 30 min; 2) hexane, THF, 30 min; 3) THF, 0 deg C, 45 min

With tetrachloromethane; N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; sodium hydride; In diethyl ether;
DOI:10.1021/ja00415a024

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 79707-72-5
(E)-2-(tert-butyldimethylsiloxy)<(4-(carbomethoxy)-3-oxopentyl)methylidene>cyclohexane

Guidance literature:: Multi-step reaction with 4 steps

1: 81 percent / imidazole / dimethylformamide / 2 h / 25 °C

2: 96 percent / diisobutylaluminum hydride / toluene; hexane / 1) -78 deg C, 1.5 h; 2) 25 deg C, 30 min

3: 84 percent / CCl₄, HMPA / diethyl ether / 1.5 h / 0 °C

4: 1.) sodium hydride, 2.) n-butyllithium / 1) THF, 0 deg C, 30 min; 2) hexane, THF, 30 min; 3) THF, 0 deg C, 45 min

With 1H-imidazole; tetrachloromethane; N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; sodium hydride; diisobutylaluminium hydride; In diethyl ether; hexane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ja00415a024