(2Z,4E,8E,10Z)-(S)-7-(tert-Butyl-dimethyl-silanyloxy)-23-(4-methoxy-benzyloxy)-tricosa-2,4,8,10-tetraenoic acid ethyl ester

Base Information

• Chemical Name: (2Z,4E,8E,10Z)-(S)-7-(tert-Butyl-dimethyl-silanyloxy)-23-(4-methoxy-benzyloxy)-tricosa-2,4,8,10-tetraenoic acid ethyl ester
• CAS No.: 863921-99-7
• Molecular Formula: C₃₉H₆₄O₅Si
• Molecular Weight: 641.02
• Mol file: 863921-99-7.mol

Synonyms:(2Z,4E,8E,10Z)-(S)-7-(tert-Butyl-dimethyl-silanyloxy)-23-(4-methoxy-benzyloxy)-tricosa-2,4,8,10-tetraenoic acid ethyl ester

Chemical Property of (2Z,4E,8E,10Z)-(S)-7-(tert-Butyl-dimethyl-silanyloxy)-23-(4-methoxy-benzyloxy)-tricosa-2,4,8,10-tetraenoic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2Z,4E,8E,10Z)-(S)-7-(tert-Butyl-dimethyl-silanyloxy)-23-(4-methoxy-benzyloxy)-tricosa-2,4,8,10-tetraenoic acid ethyl ester

There total 11 articles about (2Z,4E,8E,10Z)-(S)-7-(tert-Butyl-dimethyl-silanyloxy)-23-(4-methoxy-benzyloxy)-tricosa-2,4,8,10-tetraenoic acid ethyl 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: 75.0%

(2Z,4E,8E)-(S)-7-(tert-Butyl-dimethyl-silanyloxy)-10-oxo-deca-2,4,8-trienoic acid ethyl ester (863921-66-8) + [13-(4-methoxy-benzyloxy)-tridecyl]-triphenyl-phosphonium; iodide → (2Z,4E,8E,10Z)-(S)-7-(tert-Butyl-dimethyl-silanyloxy)-23-(4-methoxy-benzyloxy)-tricosa-2,4,8,10-tetraenoic acid ethyl ester (863921-99-7)

Guidance literature:

With sodium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃;

DOI:10.1246/cl.2005.906

Reference yield:

ethyl (2Z,4E,7S)-7-(tert-butyldimethylsilyloxy)-8-oxoocta-2,4-dienoate (863921-83-9) → (2Z,4E,8E,10Z)-(S)-7-(tert-Butyl-dimethyl-silanyloxy)-23-(4-methoxy-benzyloxy)-tricosa-2,4,8,10-tetraenoic acid ethyl ester (863921-99-7)

Guidance literature:

Multi-step reaction with 2 steps

1: CHCl₃

2: 75 percent / NaHDMS / tetrahydrofuran / -78 °C

With sodium hexamethyldisilazane; In tetrahydrofuran; chloroform; 1: Wittig reaction;

DOI:10.1246/cl.2005.906

Reference yield:

ethyl (7S,2Z,4E)-7-tert-butyldimethylsilyloxy-8-hydroxy-2,4-octadienoate (863921-81-7) → (2Z,4E,8E,10Z)-(S)-7-(tert-Butyl-dimethyl-silanyloxy)-23-(4-methoxy-benzyloxy)-tricosa-2,4,8,10-tetraenoic acid ethyl ester (863921-99-7)

Guidance literature:

Multi-step reaction with 3 steps

1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 0 °C

2: CHCl₃

3: 75 percent / NaHDMS / tetrahydrofuran / -78 °C

With oxalyl dichloride; sodium hexamethyldisilazane; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; chloroform; 1: Swern oxidation / 2: Wittig reaction;

DOI:10.1246/cl.2005.906

upstream raw materials:

(2Z,4E,8E)-(S)-7-(tert-Butyl-dimethyl-silanyloxy)-10-oxo-deca-2,4,8-trienoic acid ethyl ester

ethyl (2Z,4E,7S)-7-(tert-butyldimethylsilyloxy)-8-oxoocta-2,4-dienoate

ethyl (7S,2Z,4E)-7-tert-butyldimethylsilyloxy-8-hydroxy-2,4-octadienoate

1-(13-iodo-tridecyloxymethyl)-4-methoxy-benzene