(6E,8Z)-5-(tert-Butyl-diphenyl-silanyloxy)-icosa-6,8-diene-11,14-diynoic acid methyl ester

Base Information

Chemical Name:(6E,8Z)-5-(tert-Butyl-diphenyl-silanyloxy)-icosa-6,8-diene-11,14-diynoic acid methyl ester
CAS No.:89682-46-2
Molecular Formula:C₃₇H₄₈O₃Si
Molecular Weight:568.872
Hs Code.:

Synonyms:(6E,8Z)-5-(tert-Butyl-diphenyl-silanyloxy)-icosa-6,8-diene-11,14-diynoic acid methyl ester

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (6E,8Z)-5-(tert-Butyl-diphenyl-silanyloxy)-icosa-6,8-diene-11,14-diynoic acid methyl ester

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Technology Process of (6E,8Z)-5-(tert-Butyl-diphenyl-silanyloxy)-icosa-6,8-diene-11,14-diynoic acid methyl ester

There total 4 articles about (6E,8Z)-5-(tert-Butyl-diphenyl-silanyloxy)-icosa-6,8-diene-11,14-diynoic acid methyl ester 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: 70.0%

: 929-53-3
1,4-decadiyne

: 89682-45-1
(6E,8Z)-10-Bromo-5-(tert-butyl-diphenyl-silanyloxy)-deca-6,8-dienoic acid methyl ester

: 89682-46-2
(6E,8Z)-5-(tert-Butyl-diphenyl-silanyloxy)-icosa-6,8-diene-11,14-diynoic acid methyl ester

Guidance literature:: With n-butyllithium; copper(I) bromide dimethylsulfide complex; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; at -78 - -40 ℃;
DOI:10.1016/S0040-4039(00)88392-6

Reference yield:

: 76700-84-0
methyl 6-diazo-5-oxohexanoate

: 89682-46-2
(6E,8Z)-5-(tert-Butyl-diphenyl-silanyloxy)-icosa-6,8-diene-11,14-diynoic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

2: 95 percent / CBr₄,2PCH₂>2 / CH₂Cl₂ / 0.5 h / 0 °C

3: 70 percent / CuBr_.Me₂S, n-BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide / -78 - -40 °C

With n-butyllithium; copper(I) bromide dimethylsulfide complex; carbon tetrabromide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane;
DOI:10.1016/S0040-4039(00)88392-6

Reference yield:

: 1501-26-4
methyl 4-(chlorocarbonyl)butyrate

: 89682-46-2
(6E,8Z)-5-(tert-Butyl-diphenyl-silanyloxy)-icosa-6,8-diene-11,14-diynoic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 94 percent / 16 h / 0 °C

3: 95 percent / CBr₄,2PCH₂>2 / CH₂Cl₂ / 0.5 h / 0 °C

4: 70 percent / CuBr_.Me₂S, n-BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide / -78 - -40 °C

With n-butyllithium; copper(I) bromide dimethylsulfide complex; carbon tetrabromide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane;
DOI:10.1016/S0040-4039(00)88392-6