(2Z,8E,10E)-16-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-2-methyl-hexadeca-2,8,10-trienoic acid methyl ester

Base Information

Chemical Name:(2Z,8E,10E)-16-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-2-methyl-hexadeca-2,8,10-trienoic acid methyl ester
CAS No.:101492-98-2
Molecular Formula:C₃₁H₅₀O₄Si
Molecular Weight:514.821
Hs Code.:

Synonyms:(2Z,8E,10E)-16-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-2-methyl-hexadeca-2,8,10-trienoic acid methyl ester

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Chemical Property of (2Z,8E,10E)-16-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-2-methyl-hexadeca-2,8,10-trienoic acid methyl ester

Chemical Property:

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Technology Process of (2Z,8E,10E)-16-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-2-methyl-hexadeca-2,8,10-trienoic acid methyl ester

There total 7 articles about (2Z,8E,10E)-16-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-2-methyl-hexadeca-2,8,10-trienoic 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: 97.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 101492-97-1
(2Z,8E,10E)-16-Benzyloxy-7-hydroxy-2-methyl-hexadeca-2,8,10-trienoic acid methyl ester

: 101492-98-2
(2Z,8E,10E)-16-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-2-methyl-hexadeca-2,8,10-trienoic acid methyl ester

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide;
DOI:10.1021/jo00360a018

Reference yield:

: 101492-91-5
6-benzyloxy-1-hexanal

: 101492-98-2
(2Z,8E,10E)-16-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-2-methyl-hexadeca-2,8,10-trienoic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) LDA / 1.) THF, -45 deg C

2: 97 percent / DIBAH / hexane / -78 °C

3: (COCl)2, Me₂SO, Et₃N / CH₂Cl₂ / -78 °C

4: diethyl ether

5: (CO₂H)2, water / tetrahydrofuran / 0 - 25 °C

6: CH₂Cl₂ / 0 - 25 °C

7: 97 percent / imidazole / dimethylformamide

With 1H-imidazole; oxalyl dichloride; water; oxalic acid; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00360a018

Reference yield:

: 101492-92-6
methyl 10-benzyloxy-(2E,4E)-decadienoate

: 101492-98-2
(2Z,8E,10E)-16-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-2-methyl-hexadeca-2,8,10-trienoic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 97 percent / DIBAH / hexane / -78 °C

2: (COCl)2, Me₂SO, Et₃N / CH₂Cl₂ / -78 °C

3: diethyl ether

4: (CO₂H)2, water / tetrahydrofuran / 0 - 25 °C

5: CH₂Cl₂ / 0 - 25 °C

6: 97 percent / imidazole / dimethylformamide

With 1H-imidazole; oxalyl dichloride; water; oxalic acid; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00360a018