(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

Base Information

Chemical Name:(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
CAS No.:854735-57-2
Molecular Formula:C₄₇H₆₈O₄Si
Molecular Weight:725.14
Hs Code.:

(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

Synonyms:(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

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Chemical Property of (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

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Technology Process of (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

There total 3 articles about (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 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: 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:

: 854735-70-9
(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:

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

: 854735-57-2
(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 3 steps

1.1: 91 percent / DIBAL-H / tetrahydrofuran; hexane / 5 h / 0 °C

2.1: 82 percent / Dess-Martin periodinane; pyridine / CH₂Cl₂ / 1 h / 0 °C

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

3.2: 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