(2E,8E,10Z)-10-(tert-Butyl-diphenyl-silanyloxymethyl)-2,8-dimethyl-dodeca-2,8,10-trienal

Base Information

Chemical Name:(2E,8E,10Z)-10-(tert-Butyl-diphenyl-silanyloxymethyl)-2,8-dimethyl-dodeca-2,8,10-trienal
CAS No.:335455-31-7
Molecular Formula:C₃₁H₄₂O₂Si
Molecular Weight:474.759
Hs Code.:

Synonyms:(2E,8E,10Z)-10-(tert-Butyl-diphenyl-silanyloxymethyl)-2,8-dimethyl-dodeca-2,8,10-trienal

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Chemical Property of (2E,8E,10Z)-10-(tert-Butyl-diphenyl-silanyloxymethyl)-2,8-dimethyl-dodeca-2,8,10-trienal

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Technology Process of (2E,8E,10Z)-10-(tert-Butyl-diphenyl-silanyloxymethyl)-2,8-dimethyl-dodeca-2,8,10-trienal

There total 7 articles about (2E,8E,10Z)-10-(tert-Butyl-diphenyl-silanyloxymethyl)-2,8-dimethyl-dodeca-2,8,10-trienal 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: 81.0%

: 335455-28-2
(6E,8Z)-8-(tert-Butyl-diphenyl-silanyloxymethyl)-6-methyl-deca-6,8-dienal

: 24720-64-7
2-(triphenylphosphoranylidene)propionaldehyde

: 335455-31-7
(2E,8E,10Z)-10-(tert-Butyl-diphenyl-silanyloxymethyl)-2,8-dimethyl-dodeca-2,8,10-trienal

Guidance literature:: In toluene; at 110 ℃; for 24h;
DOI:10.1021/ol015667k

Reference yield:

: 335455-23-7
(E)-7-iodo-6-methylhept-6-en-1-ol

: 335455-31-7
(2E,8E,10Z)-10-(tert-Butyl-diphenyl-silanyloxymethyl)-2,8-dimethyl-dodeca-2,8,10-trienal

Guidance literature:: Multi-step reaction with 6 steps

1.1: 90 percent / imidazole; DMAP / dimethylformamide

2.1: n-BuLi / diethyl ether / -78 °C

2.2: diethyl ether / -78 - 0 °C

3.1: 86 percent / KHMDS / tetrahydrofuran / -78 - 0 °C

4.1: 87 percent / PPTS / ethanol / 6 h / 23 °C

5.1: 86 percent / (COCl)2 / dimethylsulfoxide; CH₂Cl₂ / -78 °C

6.1: 81 percent / toluene / 24 h / 110 °C

With 1H-imidazole; dmap; n-butyllithium; oxalyl dichloride; potassium hexamethylsilazane; pyridinium p-toluenesulfonate; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ol015667k

Reference yield:

: 335455-24-8
tert-butyl-(7-iodo-6-methyl-hept-6-enyloxy)-dimethyl-silane

: 335455-31-7
(2E,8E,10Z)-10-(tert-Butyl-diphenyl-silanyloxymethyl)-2,8-dimethyl-dodeca-2,8,10-trienal

Guidance literature:: Multi-step reaction with 5 steps

1.1: n-BuLi / diethyl ether / -78 °C

1.2: diethyl ether / -78 - 0 °C

2.1: 86 percent / KHMDS / tetrahydrofuran / -78 - 0 °C

3.1: 87 percent / PPTS / ethanol / 6 h / 23 °C

4.1: 86 percent / (COCl)2 / dimethylsulfoxide; CH₂Cl₂ / -78 °C

5.1: 81 percent / toluene / 24 h / 110 °C

With n-butyllithium; oxalyl dichloride; potassium hexamethylsilazane; pyridinium p-toluenesulfonate; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; dimethyl sulfoxide; toluene;
DOI:10.1021/ol015667k