(E)-(2R,3R,4R,7S,8S)-1,8-di(tert-butyldimethylsilanyloxy)-3-(p-methoxybenzyloxy)-7-(tri-isopropylsilanyloxy)-2,4,6-trimethylnon-5-ene

Base Information

Chemical Name:(E)-(2R,3R,4R,7S,8S)-1,8-di(tert-butyldimethylsilanyloxy)-3-(p-methoxybenzyloxy)-7-(tri-isopropylsilanyloxy)-2,4,6-trimethylnon-5-ene
CAS No.:883877-41-6
Molecular Formula:C₄₁H₈₀O₅Si₃
Molecular Weight:737.34
Hs Code.:

Synonyms:(E)-(2R,3R,4R,7S,8S)-1,8-di(tert-butyldimethylsilanyloxy)-3-(p-methoxybenzyloxy)-7-(tri-isopropylsilanyloxy)-2,4,6-trimethylnon-5-ene

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Chemical Property of (E)-(2R,3R,4R,7S,8S)-1,8-di(tert-butyldimethylsilanyloxy)-3-(p-methoxybenzyloxy)-7-(tri-isopropylsilanyloxy)-2,4,6-trimethylnon-5-ene

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Technology Process of (E)-(2R,3R,4R,7S,8S)-1,8-di(tert-butyldimethylsilanyloxy)-3-(p-methoxybenzyloxy)-7-(tri-isopropylsilanyloxy)-2,4,6-trimethylnon-5-ene

There total 2 articles about (E)-(2R,3R,4R,7S,8S)-1,8-di(tert-butyldimethylsilanyloxy)-3-(p-methoxybenzyloxy)-7-(tri-isopropylsilanyloxy)-2,4,6-trimethylnon-5-ene 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:

: 883877-39-2
(E)-(2R,3R,4R,8S)-1,8-di(tert-butyldimethylsilanyloxy)-3-(p-methoxybenzyloxy)-2,4,6-trimethylnon-5-en-7-one

: 80522-42-5
triisopropylsilyl trifluoromethanesulfonate

: 883877-41-6
(E)-(2R,3R,4R,7S,8S)-1,8-di(tert-butyldimethylsilanyloxy)-3-(p-methoxybenzyloxy)-7-(tri-isopropylsilanyloxy)-2,4,6-trimethylnon-5-ene

Guidance literature:: (E)-(2R,3R,4R,8S)-1,8-di(tert-butyldimethylsilanyloxy)-3-(p-methoxybenzyloxy)-2,4,6-trimethylnon-5-en-7-one; With diisobutylaluminium hydride; In hexane; at -78 ℃; for 0.166667h;

triisopropylsilyl trifluoromethanesulfonate; With 2,6-dimethylpyridine; In dichloromethane; at 0 ℃; for 1h;
DOI:10.1021/ol0600786

Reference yield:

: (E)-(2R,3R,4R,8S)-1,8-di(tert-butyldimethylsilanyloxy)-3-(p-methoxybenzyloxy)-2,4,6-trimethylnon-5-en-7-ol

: 883877-41-6
(E)-(2R,3R,4R,7S,8S)-1,8-di(tert-butyldimethylsilanyloxy)-3-(p-methoxybenzyloxy)-7-(tri-isopropylsilanyloxy)-2,4,6-trimethylnon-5-ene

Guidance literature:: Multi-step reaction with 2 steps

1.1: 91 percent / 1,1,1-triacetoxy-1,1-dihydro-1,2-benziodoxol-3(1H)-one / CH₂Cl₂ / 1 h / 20 °C

2.1: DIBAL / hexane / 0.17 h / -78 °C

2.2: 237 mg / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

With diisobutylaluminium hydride; Dess-Martin periodane; In hexane; dichloromethane; 1.1: Dess-Martin oxidation;
DOI:10.1021/ol0600786