(4S,6R)-(E)-7-(tert-butyldimethylsilyloxy)-4-methyl-6-(trimethoxymethylphenyl)hept-2-enal

Base Information

Chemical Name:(4S,6R)-(E)-7-(tert-butyldimethylsilyloxy)-4-methyl-6-(trimethoxymethylphenyl)hept-2-enal
CAS No.:478303-50-3
Molecular Formula:C₂₄H₄₀O₅Si
Molecular Weight:436.664
Hs Code.:

Synonyms:(4S,6R)-(E)-7-(tert-butyldimethylsilyloxy)-4-methyl-6-(trimethoxymethylphenyl)hept-2-enal

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Chemical Property of (4S,6R)-(E)-7-(tert-butyldimethylsilyloxy)-4-methyl-6-(trimethoxymethylphenyl)hept-2-enal

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Technology Process of (4S,6R)-(E)-7-(tert-butyldimethylsilyloxy)-4-methyl-6-(trimethoxymethylphenyl)hept-2-enal

There total 2 articles about (4S,6R)-(E)-7-(tert-butyldimethylsilyloxy)-4-methyl-6-(trimethoxymethylphenyl)hept-2-enal 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: 98.0%

: 478303-49-0
(4S,6R)-7-(tert-butyldimethylsilyloxy)-4-methyl-6-(trimethoxymethylphenyl)hept-2-enoic acid methoxymethylamide

: 478303-50-3
(4S,6R)-(E)-7-(tert-butyldimethylsilyloxy)-4-methyl-6-(trimethoxymethylphenyl)hept-2-enal

Guidance literature:: With diisobutylaluminium hydride; In tetrahydrofuran; hexane; at -78 ℃; for 1h;
DOI:10.1055/s-2002-33919

Reference yield:

: (2S,4RS)-5-(tert-butyldimethylsilyloxy)-2-methyl-4-(trimethoxymethylphenyl)pentanal

: 478303-50-3
(4S,6R)-(E)-7-(tert-butyldimethylsilyloxy)-4-methyl-6-(trimethoxymethylphenyl)hept-2-enal

Guidance literature:: Multi-step reaction with 2 steps

1.1: NaH / tetrahydrofuran / 1 h / 0 °C

1.2: 57 percent / tetrahydrofuran / 2.5 h / 20 °C

2.1: 98 percent / DIBAL-H / tetrahydrofuran; hexane / 1 h / -78 °C

With sodium hydride; diisobutylaluminium hydride; In tetrahydrofuran; hexane; 1.2: Horner-Wadsworth-Emmons reaction;
DOI:10.1055/s-2002-33919

Reference yield: 73.0%

: 1530-32-1
ethyltriphenylphosphonium bromide

: 478303-50-3
(4S,6R)-(E)-7-(tert-butyldimethylsilyloxy)-4-methyl-6-(trimethoxymethylphenyl)hept-2-enal

: (2R,4S)-tert-butyldimethyl-[(5E,7Z)-4-methyl-2-(2,4,5-trimethoxy-3-methylphenyl)nona-5,7-dienyloxy]silane

Guidance literature:: ethyltriphenylphosphonium bromide; With sodium hexamethyldisilazane; In tetrahydrofuran; at -78 - 0 ℃; for 1h;

(4S,6R)-(E)-7-(tert-butyldimethylsilyloxy)-4-methyl-6-(trimethoxymethylphenyl)hept-2-enal; In tetrahydrofuran; at 20 ℃; for 14h;
DOI:10.1055/s-2002-33919