(2E,7E)-(5S,6R)-8-(4-Benzoyl-phenyl)-5-hydroxy-6-methyl-octa-2,7-dienoic acid tert-butyl ester

Base Information

Chemical Name:(2E,7E)-(5S,6R)-8-(4-Benzoyl-phenyl)-5-hydroxy-6-methyl-octa-2,7-dienoic acid tert-butyl ester
CAS No.:541551-02-4
Molecular Formula:C₂₆H₃₀O₄
Molecular Weight:406.522
Hs Code.:

Synonyms:(2E,7E)-(5S,6R)-8-(4-Benzoyl-phenyl)-5-hydroxy-6-methyl-octa-2,7-dienoic acid tert-butyl ester

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Chemical Property of (2E,7E)-(5S,6R)-8-(4-Benzoyl-phenyl)-5-hydroxy-6-methyl-octa-2,7-dienoic acid tert-butyl ester

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Technology Process of (2E,7E)-(5S,6R)-8-(4-Benzoyl-phenyl)-5-hydroxy-6-methyl-octa-2,7-dienoic acid tert-butyl ester

There total 6 articles about (2E,7E)-(5S,6R)-8-(4-Benzoyl-phenyl)-5-hydroxy-6-methyl-octa-2,7-dienoic acid tert-butyl ester 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: 71.0%

: 541551-03-5
(2E,7E)-(5S,6R)-8-(4-Benzoyl-phenyl)-5-(tert-butyl-dimethyl-silanyloxy)-6-methyl-octa-2,7-dienoic acid tert-butyl ester

: 541551-02-4
(2E,7E)-(5S,6R)-8-(4-Benzoyl-phenyl)-5-hydroxy-6-methyl-octa-2,7-dienoic acid tert-butyl ester

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 3h;
DOI:10.1016/S0960-894X(02)01023-5

Reference yield:

: 311341-98-7
(3S,4R)-3-(tert-butyldimethylsilyloxy)-4-methylhex-5-en-1-ol

: 541551-02-4
(2E,7E)-(5S,6R)-8-(4-Benzoyl-phenyl)-5-hydroxy-6-methyl-octa-2,7-dienoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: Dess-Martin periodinane

2: 95 percent / CH₂Cl₂

3: 60 percent / NaHCO₃; Pd(OAc)2; Bu₄NBr / dimethylformamide / 12 h / 85 °C

4: 71 percent / tetrabutylammonium fluoride / tetrahydrofuran / 3 h / 20 °C

With palladium diacetate; tetrabutyl ammonium fluoride; tetrabutylammomium bromide; sodium hydrogencarbonate; Dess-Martin periodane; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 2: Wittig-Horner olefination / 3: Heck coupling;
DOI:10.1016/S0960-894X(02)01023-5

Reference yield:

: 220249-57-0
(3S,4R)-3-[(tert-butyldimethylsilyl)oxy]-4-methyl-5-hexenal

: 541551-02-4
(2E,7E)-(5S,6R)-8-(4-Benzoyl-phenyl)-5-hydroxy-6-methyl-octa-2,7-dienoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 95 percent / CH₂Cl₂

2: 60 percent / NaHCO₃; Pd(OAc)2; Bu₄NBr / dimethylformamide / 12 h / 85 °C

3: 71 percent / tetrabutylammonium fluoride / tetrahydrofuran / 3 h / 20 °C

With palladium diacetate; tetrabutyl ammonium fluoride; tetrabutylammomium bromide; sodium hydrogencarbonate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 1: Wittig-Horner olefination / 2: Heck coupling;
DOI:10.1016/S0960-894X(02)01023-5