tert-Butyl-[(6E,8E,10E)-(2S,4S,5S)-12-(4-methoxy-benzyloxy)-5-methoxymethoxy-2,4,10-trimethyl-dodeca-6,8,10-trienyloxy]-diphenyl-silane

Base Information

Chemical Name:tert-Butyl-[(6E,8E,10E)-(2S,4S,5S)-12-(4-methoxy-benzyloxy)-5-methoxymethoxy-2,4,10-trimethyl-dodeca-6,8,10-trienyloxy]-diphenyl-silane
CAS No.:136786-41-9
Molecular Formula:C₄₁H₅₆O₅Si
Molecular Weight:656.978
Hs Code.:

Synonyms:tert-Butyl-[(6E,8E,10E)-(2S,4S,5S)-12-(4-methoxy-benzyloxy)-5-methoxymethoxy-2,4,10-trimethyl-dodeca-6,8,10-trienyloxy]-diphenyl-silane

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Chemical Property of tert-Butyl-[(6E,8E,10E)-(2S,4S,5S)-12-(4-methoxy-benzyloxy)-5-methoxymethoxy-2,4,10-trimethyl-dodeca-6,8,10-trienyloxy]-diphenyl-silane

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Technology Process of tert-Butyl-[(6E,8E,10E)-(2S,4S,5S)-12-(4-methoxy-benzyloxy)-5-methoxymethoxy-2,4,10-trimethyl-dodeca-6,8,10-trienyloxy]-diphenyl-silane

There total 14 articles about tert-Butyl-[(6E,8E,10E)-(2S,4S,5S)-12-(4-methoxy-benzyloxy)-5-methoxymethoxy-2,4,10-trimethyl-dodeca-6,8,10-trienyloxy]-diphenyl-silane 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: 92.0%

: 910043-09-3
diphenyl[(2E,4E)-6-[(4-methoxyphenyl)methoxy]-4-methylhexa-2,4-dien-1-yl]phosphine oxide

: 136786-40-8
(2S,3S,5S)-6-(tert-butyldiphenylsilyloxy)-3,5-dimethyl-2-(methoxymethoxy)hexanal

: 136786-41-9
tert-Butyl-[(6E,8E,10E)-(2S,4S,5S)-12-(4-methoxy-benzyloxy)-5-methoxymethoxy-2,4,10-trimethyl-dodeca-6,8,10-trienyloxy]-diphenyl-silane

Guidance literature:: diphenyl[(2E,4E)-6-[(4-methoxyphenyl)methoxy]-4-methylhexa-2,4-dien-1-yl]phosphine oxide; With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; In tetrahydrofuran; Petroleum ether; for 0.166667h; cooling;

(2S,3S,5S)-6-(tert-butyldiphenylsilyloxy)-3,5-dimethyl-2-(methoxymethoxy)hexanal; In tetrahydrofuran; Petroleum ether; at -78 - 20 ℃; for 1.16667h;
DOI:10.1021/ja0581346

Reference yield:

: 136786-39-5
benzyl [6-(tert-butyldiphenylsilyloxy)-3(S),5(S)-dimethyl-2(S)-(methoxymethoxy)hex-1-yl] ether

: 136786-41-9
tert-Butyl-[(6E,8E,10E)-(2S,4S,5S)-12-(4-methoxy-benzyloxy)-5-methoxymethoxy-2,4,10-trimethyl-dodeca-6,8,10-trienyloxy]-diphenyl-silane

Guidance literature:: Multi-step reaction with 3 steps

1.1: 86 percent / hydrogen / Pd/C / ethanol / 760 Torr

2.1: 100 percent / oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / 0.67 h / -78 - 20 °C

3.1: HMPA; nBuLi / tetrahydrofuran; petroleum ether / 0.17 h / cooling

3.2: 92 percent / tetrahydrofuran; petroleum ether / 1.17 h / -78 - 20 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; oxalyl dichloride; hydrogen; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; Petroleum ether; 2.1: Swern oxidation / 3.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1021/ja0581346

Reference yield:

: 136786-36-2
(2S,3S,5S)-1-(benzyloxy)-6-(tert-butyldiphenylsilyloxy)-3,5-dimethylhexan-2-ol

: 136786-41-9
tert-Butyl-[(6E,8E,10E)-(2S,4S,5S)-12-(4-methoxy-benzyloxy)-5-methoxymethoxy-2,4,10-trimethyl-dodeca-6,8,10-trienyloxy]-diphenyl-silane

Guidance literature:: Multi-step reaction with 4 steps

1.1: 89 percent / iPr₂NEt; TBAI / CH₂Cl₂ / 48 h / 20 °C

2.1: 86 percent / hydrogen / Pd/C / ethanol / 760 Torr

3.1: 100 percent / oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / 0.67 h / -78 - 20 °C

4.1: HMPA; nBuLi / tetrahydrofuran; petroleum ether / 0.17 h / cooling

4.2: 92 percent / tetrahydrofuran; petroleum ether / 1.17 h / -78 - 20 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; oxalyl dichloride; hydrogen; tetra-(n-butyl)ammonium iodide; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; Petroleum ether; 3.1: Swern oxidation / 4.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1021/ja0581346