(1R,3S,5R,6E)-1-allyl-3,5-bis{[tert-butyl(dimethyl)silyl]oxy}-7-phenylhept-6-en-1-yl acrylate

Base Information

Chemical Name:(1R,3S,5R,6E)-1-allyl-3,5-bis{[tert-butyl(dimethyl)silyl]oxy}-7-phenylhept-6-en-1-yl acrylate
CAS No.:1384193-04-7
Molecular Formula:C₃₁H₅₂O₄Si₂
Molecular Weight:544.922
Hs Code.:

Synonyms:(1R,3S,5R,6E)-1-allyl-3,5-bis{[tert-butyl(dimethyl)silyl]oxy}-7-phenylhept-6-en-1-yl acrylate

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Chemical Property of (1R,3S,5R,6E)-1-allyl-3,5-bis{[tert-butyl(dimethyl)silyl]oxy}-7-phenylhept-6-en-1-yl acrylate

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Technology Process of (1R,3S,5R,6E)-1-allyl-3,5-bis{[tert-butyl(dimethyl)silyl]oxy}-7-phenylhept-6-en-1-yl acrylate

There total 6 articles about (1R,3S,5R,6E)-1-allyl-3,5-bis{[tert-butyl(dimethyl)silyl]oxy}-7-phenylhept-6-en-1-yl acrylate 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: 83.0%

: 1384193-03-6
(4R,6S,8R,9E)-6,8-bis{[tert-butyl(dimethyl)silyl]oxy}-10-phenyldeca-1,9-dien-4-ol

: 814-68-6,25189-84-8
acryloyl chloride

: 1384193-04-7
(1R,3S,5R,6E)-1-allyl-3,5-bis{[tert-butyl(dimethyl)silyl]oxy}-7-phenylhept-6-en-1-yl acrylate

Guidance literature:: With triethylamine; In dichloromethane; at 0 ℃; for 0.5h; Inert atmosphere;
DOI:10.1055/s-0031-1290771

Reference yield:

: 917251-11-7
(3R,4E)-3-(tert-butyldimethylsilanyloxy)-5-phenylpent-4-enal

: 1384193-04-7
(1R,3S,5R,6E)-1-allyl-3,5-bis{[tert-butyl(dimethyl)silyl]oxy}-7-phenylhept-6-en-1-yl acrylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: titanium tetrachloride / dichloromethane / 0 °C / Inert atmosphere

1.2: 0.17 h / 0 °C / Inert atmosphere

1.3: 0.25 h / -78 °C / Inert atmosphere

2.1: 2,6-dimethylpyridine / dichloromethane / 0.17 h / 0 °C / Inert atmosphere

3.1: diisobutylaluminium hydride / dichloromethane; toluene / 0.25 h / -78 °C / Inert atmosphere

4.1: diethyl ether; pentane / -100 - 0 °C / Inert atmosphere

5.1: triethylamine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

With 2,6-dimethylpyridine; titanium tetrachloride; diisobutylaluminium hydride; triethylamine; In diethyl ether; dichloromethane; toluene; pentane; 4.1: Brown allylation / 4.2: Brown allylation;
DOI:10.1055/s-0031-1290771

Reference yield:

: 1384193-02-5
(R)-4-benzyl-3-[(3R,5R,6E)-3,5-bis{[tert-butyl(dimethyl)silyl]oxy}-7-phenylhept-6-enoyl]-1,3-thiazolidine-2-thione

: 1384193-04-7
(1R,3S,5R,6E)-1-allyl-3,5-bis{[tert-butyl(dimethyl)silyl]oxy}-7-phenylhept-6-en-1-yl acrylate

Guidance literature:: Multi-step reaction with 3 steps

1: diisobutylaluminium hydride / dichloromethane; toluene / 0.25 h / -78 °C / Inert atmosphere

2: diethyl ether; pentane / -100 - 0 °C / Inert atmosphere

3: triethylamine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

With diisobutylaluminium hydride; triethylamine; In diethyl ether; dichloromethane; toluene; pentane; 2: Brown allylation / 2: Brown allylation;
DOI:10.1055/s-0031-1290771