(3R,4R,5E)-4-dimethyl-tert-butylsilyloxy-8-phenyl-3,5-dimethyl-1,5-octadiene

Base Information

Chemical Name:(3R,4R,5E)-4-dimethyl-tert-butylsilyloxy-8-phenyl-3,5-dimethyl-1,5-octadiene
CAS No.:192052-11-2
Molecular Formula:C₂₂H₃₆OSi
Molecular Weight:344.613
Hs Code.:

Synonyms:(3R,4R,5E)-4-dimethyl-tert-butylsilyloxy-8-phenyl-3,5-dimethyl-1,5-octadiene

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

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Chemical Property of (3R,4R,5E)-4-dimethyl-tert-butylsilyloxy-8-phenyl-3,5-dimethyl-1,5-octadiene

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Technology Process of (3R,4R,5E)-4-dimethyl-tert-butylsilyloxy-8-phenyl-3,5-dimethyl-1,5-octadiene

There total 2 articles about (3R,4R,5E)-4-dimethyl-tert-butylsilyloxy-8-phenyl-3,5-dimethyl-1,5-octadiene 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%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 297153-44-7
(3R,4R,5E)-4-hydroxy-8-phenyl-3,5-dimethyl-1,5-octadiene

: 192052-11-2
(3R,4R,5E)-4-dimethyl-tert-butylsilyloxy-8-phenyl-3,5-dimethyl-1,5-octadiene

Guidance literature:: With 1H-imidazole;
DOI:10.1021/ja972603p

Reference yield:

: 70925-46-1,56161-69-4
(2E)-2-methyl-5-phenyl-2-pentenal

: 192052-11-2
(3R,4R,5E)-4-dimethyl-tert-butylsilyloxy-8-phenyl-3,5-dimethyl-1,5-octadiene

Guidance literature:: Multi-step reaction with 2 steps

1.1: potassium tert-butoxide; n-butyllithium; (-)-diisopinylcampheylmethoxyborane / tetrahydrofuran; hexane / -78 °C

1.2: boron trifluoride etherate / tetrahydrofuran; hexane; diethyl ether / 15 h / -78 °C

1.3: H₂O₂; aq. NaOH / tetrahydrofuran; hexane; diethyl ether / 3 h / 20 °C

2.1: imidazole / dimethylformamide / 20 °C

With 1H-imidazole; n-butyllithium; potassium tert-butylate; (-)-B-methoxydiisopinocampheylborane; In tetrahydrofuran; hexane; N,N-dimethyl-formamide; 1.1: Addition / 1.2: Addition / 1.3: Oxidation / 2.1: Etherification;
DOI:10.1021/jo000453m