(4Z,8E,12E,16E)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-8,13,17,21-tetramethyl-docosa-4,8,12,16,20-pentaen-1-ol

Base Information

Chemical Name:(4Z,8E,12E,16E)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-8,13,17,21-tetramethyl-docosa-4,8,12,16,20-pentaen-1-ol
CAS No.:854735-70-9
Molecular Formula:C₄₃H₆₄O₂Si
Molecular Weight:641.065
Hs Code.:

Synonyms:(4Z,8E,12E,16E)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-8,13,17,21-tetramethyl-docosa-4,8,12,16,20-pentaen-1-ol

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Chemical Property of (4Z,8E,12E,16E)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-8,13,17,21-tetramethyl-docosa-4,8,12,16,20-pentaen-1-ol

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Technology Process of (4Z,8E,12E,16E)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-8,13,17,21-tetramethyl-docosa-4,8,12,16,20-pentaen-1-ol

There total 1 articles about (4Z,8E,12E,16E)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-8,13,17,21-tetramethyl-docosa-4,8,12,16,20-pentaen-1-ol 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: 91.0%

: (4Z,8E,12E,16E)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-8,13,17,21-tetramethyl-docosa-4,8,12,16,20-pentaenoic acid ethyl ester

: 854735-70-9
(4Z,8E,12E,16E)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-8,13,17,21-tetramethyl-docosa-4,8,12,16,20-pentaen-1-ol

Guidance literature:: With diisobutylaluminium hydride; In tetrahydrofuran; hexane; at 0 ℃; for 5h;
DOI:10.1021/ja050340q

Reference yield:

: 854735-70-9
(4Z,8E,12E,16E)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-8,13,17,21-tetramethyl-docosa-4,8,12,16,20-pentaen-1-ol

: 854735-57-2
(6Z,10E,14E,18E)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-3-hydroxy-10,15,19,23-tetramethyl-2-methylene-tetracosa-6,10,14,18,22-pentaenoic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 82 percent / Dess-Martin periodinane; pyridine / CH₂Cl₂ / 1 h / 0 °C

2.1: DIBAL-H / tetrahydrofuran; hexane; hexamethylphosphoric acid triamide / 2.5 h / 0 °C

2.2: 82 percent / tetrahydrofuran; hexane; hexamethylphosphoric acid triamide / 0 - 20 °C

With pyridine; diisobutylaluminium hydride; Dess-Martin periodane; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane; dichloromethane;
DOI:10.1021/ja050340q

Reference yield:

: 854735-70-9
(4Z,8E,12E,16E)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-8,13,17,21-tetramethyl-docosa-4,8,12,16,20-pentaen-1-ol

: 854735-71-0
(6Z,10E,14E,18E)-3-Acetoxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-10,15,19,23-tetramethyl-2-methylene-tetracosa-6,10,14,18,22-pentaenoic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 82 percent / Dess-Martin periodinane; pyridine / CH₂Cl₂ / 1 h / 0 °C

2.1: DIBAL-H / tetrahydrofuran; hexane; hexamethylphosphoric acid triamide / 2.5 h / 0 °C

2.2: 82 percent / tetrahydrofuran; hexane; hexamethylphosphoric acid triamide / 0 - 20 °C

3.1: 94 percent / pyridine; DMAP / CH₂Cl₂ / 2 h / 0 °C

With pyridine; dmap; diisobutylaluminium hydride; Dess-Martin periodane; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane; dichloromethane;
DOI:10.1021/ja050340q