{2-[(4S,6R)-6-((1E,3E)-5-Bromo-penta-1,3-dienyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-ethoxy}-tert-butyl-diphenyl-silane

Base Information

Chemical Name:{2-[(4S,6R)-6-((1E,3E)-5-Bromo-penta-1,3-dienyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-ethoxy}-tert-butyl-diphenyl-silane
CAS No.:863921-90-8
Molecular Formula:C₂₉H₃₉BrO₃Si
Molecular Weight:543.616
Hs Code.:

Synonyms:{2-[(4S,6R)-6-((1E,3E)-5-Bromo-penta-1,3-dienyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-ethoxy}-tert-butyl-diphenyl-silane

Suppliers and Price of {2-[(4S,6R)-6-((1E,3E)-5-Bromo-penta-1,3-dienyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-ethoxy}-tert-butyl-diphenyl-silane

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of {2-[(4S,6R)-6-((1E,3E)-5-Bromo-penta-1,3-dienyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-ethoxy}-tert-butyl-diphenyl-silane

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of {2-[(4S,6R)-6-((1E,3E)-5-Bromo-penta-1,3-dienyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-ethoxy}-tert-butyl-diphenyl-silane

There total 8 articles about {2-[(4S,6R)-6-((1E,3E)-5-Bromo-penta-1,3-dienyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-ethoxy}-tert-butyl-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: 95.0%

: 863921-89-5
(2E,4E)-5-{(4R,6S)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-penta-2,4-dien-1-ol

: 863921-90-8
{2-[(4S,6R)-6-((1E,3E)-5-Bromo-penta-1,3-dienyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-ethoxy}-tert-butyl-diphenyl-silane

Guidance literature:: With N-Bromosuccinimide; triphenylphosphine; In diethyl ether; at -78 ℃; for 0.5h;
DOI:10.1246/cl.2005.906

Reference yield:

: (2E,4E)-5-{(4R,6S)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-penta-2,4-dienoic acid ethyl ester

: 863921-90-8
{2-[(4S,6R)-6-((1E,3E)-5-Bromo-penta-1,3-dienyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-ethoxy}-tert-butyl-diphenyl-silane

Guidance literature:: Multi-step reaction with 2 steps

1: 91 percent / DIBAL-H / CH₂Cl₂; hexane / 0.5 h / -78 °C

2: 95 percent / triphenylphosphane; NBS / CH₂Cl₂ / 0.5 h / -78 °C

With N-Bromosuccinimide; diisobutylaluminium hydride; triphenylphosphine; In hexane; dichloromethane;
DOI:10.1016/j.tet.2005.07.106

Reference yield:

: 863921-70-4
(4R,6S)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxane-4-carbaldehyde

: 863921-90-8
{2-[(4S,6R)-6-((1E,3E)-5-Bromo-penta-1,3-dienyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-ethoxy}-tert-butyl-diphenyl-silane

Guidance literature:: Multi-step reaction with 3 steps

1: LiOH; 4 A MS / tetrahydrofuran / 10 h / Heating

2: 92 percent / DIBAL-H / CH₂Cl₂ / 1 h / -78 °C

3: 95 percent / N-bromosuccinimide; PPh₃ / diethyl ether / 0.5 h / -78 °C

With lithium hydroxide; N-Bromosuccinimide; diisobutylaluminium hydride; triphenylphosphine; In tetrahydrofuran; diethyl ether; dichloromethane; 1: Takacs modified Horner-Emmons reaction;
DOI:10.1246/cl.2005.906