(2R,3S)-8-(benzyloxymethyl)-3-(tert-butyldimethylsilyloxy)-2,6,7-trimethyloct-6-enal

Base Information

Chemical Name:(2R,3S)-8-(benzyloxymethyl)-3-(tert-butyldimethylsilyloxy)-2,6,7-trimethyloct-6-enal
CAS No.:1283712-88-8
Molecular Formula:C₂₅H₄₂O₄Si
Molecular Weight:434.692
Hs Code.:

Synonyms:(2R,3S)-8-(benzyloxymethyl)-3-(tert-butyldimethylsilyloxy)-2,6,7-trimethyloct-6-enal

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Chemical Property of (2R,3S)-8-(benzyloxymethyl)-3-(tert-butyldimethylsilyloxy)-2,6,7-trimethyloct-6-enal

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Technology Process of (2R,3S)-8-(benzyloxymethyl)-3-(tert-butyldimethylsilyloxy)-2,6,7-trimethyloct-6-enal

There total 14 articles about (2R,3S)-8-(benzyloxymethyl)-3-(tert-butyldimethylsilyloxy)-2,6,7-trimethyloct-6-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: 82.0%

: 1283712-87-7
(2R,3S)-1-((S)-4-benzyl-2-thioxooxazolidin-3-yl)-8-(benzyloxy)-3-(tert-butyldimethylsilyloxy)-2,6,7-trimethyloct-6-en-1-one

: 1283712-88-8
(2R,3S)-8-(benzyloxymethyl)-3-(tert-butyldimethylsilyloxy)-2,6,7-trimethyloct-6-enal

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; at -78 ℃;
DOI:10.1016/j.tetlet.2011.01.093

Reference yield:

: 1283712-85-5
(Z)-4,5-dimethyl-6-(para-methoxybenzyloxy)-hex-4-enal

: 1283712-88-8
(2R,3S)-8-(benzyloxymethyl)-3-(tert-butyldimethylsilyloxy)-2,6,7-trimethyloct-6-enal

Guidance literature:: Multi-step reaction with 3 steps

1: titanium tetrachloride; sparteine / dichloromethane / -78 - 0 °C

2: 2,6-dimethylpyridine / dichloromethane / 25 °C

3: diisobutylaluminium hydride / dichloromethane / -78 °C

With 2,6-dimethylpyridine; titanium tetrachloride; diisobutylaluminium hydride; sparteine; In dichloromethane;
DOI:10.1016/j.tetlet.2011.01.093

Reference yield:

: 1283712-84-4
(Z)-(tert-butyldimethylsilanyloxy)-4,5-dimethyl-6-(para-methoxybenzyloxy)-hex-4-ene

: 1283712-88-8
(2R,3S)-8-(benzyloxymethyl)-3-(tert-butyldimethylsilyloxy)-2,6,7-trimethyloct-6-enal

Guidance literature:: Multi-step reaction with 5 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 25 °C

2: Dess-Martin periodane / dichloromethane / 25 °C

3: titanium tetrachloride; sparteine / dichloromethane / -78 - 0 °C

4: 2,6-dimethylpyridine / dichloromethane / 25 °C

5: diisobutylaluminium hydride / dichloromethane / -78 °C

With 2,6-dimethylpyridine; tetrabutyl ammonium fluoride; titanium tetrachloride; diisobutylaluminium hydride; Dess-Martin periodane; sparteine; In tetrahydrofuran; dichloromethane; 2: Dess-Martin oxidation;
DOI:10.1016/j.tetlet.2011.01.093