(5Z,8E)-(3R,10R)-3-(tert-Butyl-dimethyl-silanyloxy)-8,10-dimethyl-11-phenyl-undeca-5,8-dienoic acid

Base Information

Chemical Name:(5Z,8E)-(3R,10R)-3-(tert-Butyl-dimethyl-silanyloxy)-8,10-dimethyl-11-phenyl-undeca-5,8-dienoic acid
CAS No.:195257-70-6
Molecular Formula:C₂₅H₄₀O₃Si
Molecular Weight:416.676
Hs Code.:

Synonyms:(5Z,8E)-(3R,10R)-3-(tert-Butyl-dimethyl-silanyloxy)-8,10-dimethyl-11-phenyl-undeca-5,8-dienoic acid

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Chemical Property of (5Z,8E)-(3R,10R)-3-(tert-Butyl-dimethyl-silanyloxy)-8,10-dimethyl-11-phenyl-undeca-5,8-dienoic acid

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Technology Process of (5Z,8E)-(3R,10R)-3-(tert-Butyl-dimethyl-silanyloxy)-8,10-dimethyl-11-phenyl-undeca-5,8-dienoic acid

There total 8 articles about (5Z,8E)-(3R,10R)-3-(tert-Butyl-dimethyl-silanyloxy)-8,10-dimethyl-11-phenyl-undeca-5,8-dienoic acid 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: 80.0%

: (5Z,8E)-(3R,10R)-3-(tert-Butyl-dimethyl-silanyloxy)-8,10-dimethyl-11-phenyl-undeca-5,8-dien-1-ol

: 195257-70-6
(5Z,8E)-(3R,10R)-3-(tert-Butyl-dimethyl-silanyloxy)-8,10-dimethyl-11-phenyl-undeca-5,8-dienoic acid

Guidance literature:: With dipyridinium dichromate; In N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(97)01174-X

Reference yield:

: 195257-52-4
(2R,3E)-5-bromo-2,4-dimethyl-3-pentenylbenzene

: 195257-70-6
(5Z,8E)-(3R,10R)-3-(tert-Butyl-dimethyl-silanyloxy)-8,10-dimethyl-11-phenyl-undeca-5,8-dienoic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 68 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene, CuI, 2,6-di-tert-butyl-4-methylphenol

2: 99 percent / Et₃N

3: 96 percent / H₂ / Lindlar's catalyst / quinoline; ethanol

4: 76 percent / DDQ / CH₂Cl₂; H₂O

5: 80 percent / PDC / dimethylformamide

With copper(l) iodide; dipyridinium dichromate; 2,6-di-tert-butyl-4-methyl-phenol; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; Lindlar's catalyst; In quinoline; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(97)01174-X

Reference yield:

: 195257-50-2
(E)-(R)-2,4-Dimethyl-5-phenyl-pent-2-enoic acid ethyl ester

: 195257-70-6
(5Z,8E)-(3R,10R)-3-(tert-Butyl-dimethyl-silanyloxy)-8,10-dimethyl-11-phenyl-undeca-5,8-dienoic acid

Guidance literature:: Multi-step reaction with 7 steps

1: 76 percent / DIBALH / toluene / 0 °C

2: 73 percent / Ph₃P, Br₂

3: 68 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene, CuI, 2,6-di-tert-butyl-4-methylphenol

4: 99 percent / Et₃N

5: 96 percent / H₂ / Lindlar's catalyst / quinoline; ethanol

6: 76 percent / DDQ / CH₂Cl₂; H₂O

7: 80 percent / PDC / dimethylformamide

With copper(l) iodide; dipyridinium dichromate; 2,6-di-tert-butyl-4-methyl-phenol; hydrogen; bromine; diisobutylaluminium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; Lindlar's catalyst; In quinoline; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0040-4039(97)01174-X