rac-all-trans-4-(tert-butyldimethylsilyloxy)retinol

Base Information

Chemical Name:rac-all-trans-4-(tert-butyldimethylsilyloxy)retinol
CAS No.:1353023-70-7
Molecular Formula:C₂₆H₄₄O₂Si
Molecular Weight:416.72
Hs Code.:

Synonyms:rac-all-trans-4-(tert-butyldimethylsilyloxy)retinol

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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 rac-all-trans-4-(tert-butyldimethylsilyloxy)retinol

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Technology Process of rac-all-trans-4-(tert-butyldimethylsilyloxy)retinol

There total 3 articles about rac-all-trans-4-(tert-butyldimethylsilyloxy)retinol 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%

: (2E,4E,6E)-3,7-dimethyl-9-(tri-n-butylstannyl)hepta-2,4,6-trienol

: 1353023-69-4
rac-(E)-tert-butyl-[3-(2-iodovinyl)-2,4,4-trimethylcyclohex-2-enyloxy]dimethylsilane

: 1353023-70-7
rac-all-trans-4-(tert-butyldimethylsilyloxy)retinol

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(I) thiophene-2-carboxylate; Tetrabutylammoniumsalz der Diphenylphosphinsaeure; In N,N-dimethyl-formamide; at 25 ℃; for 2h; Inert atmosphere;
DOI:10.1002/ejoc.201100935

Reference yield:

: 817203-15-9
rac-(E)-3-(2-iodovinyl)-2,4,4-trimethylcyclohex-2-en-1-ol

: 1353023-70-7
rac-all-trans-4-(tert-butyldimethylsilyloxy)retinol

Guidance literature:: Multi-step reaction with 2 steps

1: 1H-imidazole / N,N-dimethyl-formamide / 4.5 h / 0 - 25 °C / Inert atmosphere

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(I) thiophene-2-carboxylate; Tetrabutylammoniumsalz der Diphenylphosphinsaeure / N,N-dimethyl-formamide / 2 h / 25 °C / Inert atmosphere

With 1H-imidazole; tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(I) thiophene-2-carboxylate; Tetrabutylammoniumsalz der Diphenylphosphinsaeure; In N,N-dimethyl-formamide; 2: Stille coupling;
DOI:10.1002/ejoc.201100935

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1353023-70-7
rac-all-trans-4-(tert-butyldimethylsilyloxy)retinol

Guidance literature:: Multi-step reaction with 2 steps

1: 1H-imidazole / N,N-dimethyl-formamide / 4.5 h / 0 - 25 °C / Inert atmosphere

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(I) thiophene-2-carboxylate; Tetrabutylammoniumsalz der Diphenylphosphinsaeure / N,N-dimethyl-formamide / 2 h / 25 °C / Inert atmosphere

With 1H-imidazole; tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(I) thiophene-2-carboxylate; Tetrabutylammoniumsalz der Diphenylphosphinsaeure; In N,N-dimethyl-formamide; 2: Stille coupling;
DOI:10.1002/ejoc.201100935