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

Base Information

Chemical Name:(4R,6S,8R,9E)-6,8-bis{[tert-butyl(dimethyl)silyl]oxy}-10-phenyldeca-1,9-dien-4-ol
CAS No.:1384193-03-6
Molecular Formula:C₂₈H₅₀O₃Si₂
Molecular Weight:490.874
Hs Code.:

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

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

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

There total 4 articles about (4R,6S,8R,9E)-6,8-bis{[tert-butyl(dimethyl)silyl]oxy}-10-phenyldeca-1,9-dien-4-ol 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: 90.0%

: 866324-09-6
(3R,5R,6E)-3,5-bis{[tert-butyl(dimethyl)silyl]oxy}-7-phenylhept-6-enal

: (+)-allylbis(isopinocampheyl)borane

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

Guidance literature:: (3R,5R,6E)-3,5-bis{[tert-butyl(dimethyl)silyl]oxy}-7-phenylhept-6-enal; (+)-allylbis(isopinocampheyl)borane; In diethyl ether; pentane; at -100 - 0 ℃; Inert atmosphere;

With dihydrogen peroxide; sodium hydroxide; In diethyl ether; water; pentane;
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

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

Guidance literature:: Multi-step reaction with 2 steps

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

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

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

Reference yield:

: 1384192-99-7
(R)-4-benzyl-3-[(3R,5R,6E)-5-{[tert-butyl(dimethyl)silyl]oxy}-3-hydroxy-7-phenylhept-6-enoyl]-1,3-thiazolidine-2-thione

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

Guidance literature:: Multi-step reaction with 3 steps

1: 2,6-dimethylpyridine / dichloromethane / 0.17 h / 0 °C / Inert atmosphere

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

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

With 2,6-dimethylpyridine; diisobutylaluminium hydride; In diethyl ether; dichloromethane; toluene; pentane; 3: Brown allylation / 3: Brown allylation;
DOI:10.1055/s-0031-1290771