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

Base Information

Chemical Name:(4Z,8E,12E,16E)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-8,13,17,21-tetramethyl-docosa-4,8,12,16,20-pentaenal
CAS No.:854735-56-1
Molecular Formula:C₄₃H₆₂O₂Si
Molecular Weight:639.05
Hs Code.:

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

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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-pentaenal

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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-pentaenal

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-pentaenal 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:

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

: 854735-56-1
(4Z,8E,12E,16E)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-8,13,17,21-tetramethyl-docosa-4,8,12,16,20-pentaenal

Guidance literature:: Multi-step reaction with 2 steps

1: 91 percent / DIBAL-H / tetrahydrofuran; hexane / 5 h / 0 °C

2: 82 percent / Dess-Martin periodinane; pyridine / CH₂Cl₂ / 1 h / 0 °C

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

Reference yield: 82.0%

: 854735-56-1
(4Z,8E,12E,16E)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-8,13,17,21-tetramethyl-docosa-4,8,12,16,20-pentaenal

: 922-67-8
propynoic acid methyl ester

: 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:: propynoic acid methyl ester; With diisobutylaluminium hydride; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane; at 0 ℃; for 2.5h;

(4Z,8E,12E,16E)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-8,13,17,21-tetramethyl-docosa-4,8,12,16,20-pentaenal; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane; at 0 - 20 ℃;
DOI:10.1021/ja050340q

Reference yield:

: 854735-56-1
(4Z,8E,12E,16E)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-8,13,17,21-tetramethyl-docosa-4,8,12,16,20-pentaenal

: 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 2 steps

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

1.2: 82 percent / tetrahydrofuran; hexane; hexamethylphosphoric acid triamide / 0 - 20 °C

2.1: 94 percent / pyridine; DMAP / CH₂Cl₂ / 2 h / 0 °C

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