(4R,5S)-ethyl 10-(benzyloxy)-5-(tert-butyldimethylsilyloxy)-4,8,9-trimethyl-3-oxodec-8-enoate

Base Information

Chemical Name:(4R,5S)-ethyl 10-(benzyloxy)-5-(tert-butyldimethylsilyloxy)-4,8,9-trimethyl-3-oxodec-8-enoate
CAS No.:1283712-97-9
Molecular Formula:C₃₁H₅₂O₆Si
Molecular Weight:548.836
Hs Code.:

Synonyms:(4R,5S)-ethyl 10-(benzyloxy)-5-(tert-butyldimethylsilyloxy)-4,8,9-trimethyl-3-oxodec-8-enoate

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Chemical Property of (4R,5S)-ethyl 10-(benzyloxy)-5-(tert-butyldimethylsilyloxy)-4,8,9-trimethyl-3-oxodec-8-enoate

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Technology Process of (4R,5S)-ethyl 10-(benzyloxy)-5-(tert-butyldimethylsilyloxy)-4,8,9-trimethyl-3-oxodec-8-enoate

There total 15 articles about (4R,5S)-ethyl 10-(benzyloxy)-5-(tert-butyldimethylsilyloxy)-4,8,9-trimethyl-3-oxodec-8-enoate 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: 67.0%

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

: 35059-50-8
t-butyl diazoacetate

: 1283712-97-9
(4R,5S)-ethyl 10-(benzyloxy)-5-(tert-butyldimethylsilyloxy)-4,8,9-trimethyl-3-oxodec-8-enoate

Guidance literature:: With tin(ll) chloride; In dichloromethane; at 25 ℃;
DOI:10.1016/j.tetlet.2011.01.093

Reference yield:

: 1283712-86-6
(2R,3S)-1-((S)-4-benzyl-2-thioxooxazolidin-3-yl)-8-(benzyloxy)-3-hydroxy-2,6,7-trimethyloct-6-en-1-one

: 1283712-97-9
(4R,5S)-ethyl 10-(benzyloxy)-5-(tert-butyldimethylsilyloxy)-4,8,9-trimethyl-3-oxodec-8-enoate

Guidance literature:: Multi-step reaction with 3 steps

1: 2,6-dimethylpyridine / dichloromethane / 25 °C

2: diisobutylaluminium hydride / dichloromethane / -78 °C

3: tin(ll) chloride / dichloromethane / 25 °C

With 2,6-dimethylpyridine; diisobutylaluminium hydride; tin(ll) chloride; In dichloromethane;
DOI:10.1016/j.tetlet.2011.01.093

Reference yield:

: 1283712-96-8
(Z)-4,5-dimethyl-6-(para-methoxybenzyloxy)-hex-4-en-1-ol

: 1283712-97-9
(4R,5S)-ethyl 10-(benzyloxy)-5-(tert-butyldimethylsilyloxy)-4,8,9-trimethyl-3-oxodec-8-enoate

Guidance literature:: Multi-step reaction with 5 steps

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

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

3: 2,6-dimethylpyridine / dichloromethane / 25 °C

4: diisobutylaluminium hydride / dichloromethane / -78 °C

5: tin(ll) chloride / dichloromethane / 25 °C

With 2,6-dimethylpyridine; titanium tetrachloride; diisobutylaluminium hydride; Dess-Martin periodane; tin(ll) chloride; sparteine; In dichloromethane; 1: Dess-Martin oxidation;
DOI:10.1016/j.tetlet.2011.01.093