(1R,2R,3R)-{2-[2-(tert-butyl-dimethyl-silanyloxy)-1-(tert-butyldimethylsilanyloxymethyl)-hex-5-enyloxy]-4-methylpent-4-enyloxymethyl}-benzene

Base Information

Chemical Name:(1R,2R,3R)-{2-[2-(tert-butyl-dimethyl-silanyloxy)-1-(tert-butyldimethylsilanyloxymethyl)-hex-5-enyloxy]-4-methylpent-4-enyloxymethyl}-benzene
CAS No.:872831-31-7
Molecular Formula:C₃₂H₅₈O₄Si₂
Molecular Weight:562.981
Hs Code.:

Synonyms:(1R,2R,3R)-{2-[2-(tert-butyl-dimethyl-silanyloxy)-1-(tert-butyldimethylsilanyloxymethyl)-hex-5-enyloxy]-4-methylpent-4-enyloxymethyl}-benzene

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Chemical Property of (1R,2R,3R)-{2-[2-(tert-butyl-dimethyl-silanyloxy)-1-(tert-butyldimethylsilanyloxymethyl)-hex-5-enyloxy]-4-methylpent-4-enyloxymethyl}-benzene

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Technology Process of (1R,2R,3R)-{2-[2-(tert-butyl-dimethyl-silanyloxy)-1-(tert-butyldimethylsilanyloxymethyl)-hex-5-enyloxy]-4-methylpent-4-enyloxymethyl}-benzene

There total 7 articles about (1R,2R,3R)-{2-[2-(tert-butyl-dimethyl-silanyloxy)-1-(tert-butyldimethylsilanyloxymethyl)-hex-5-enyloxy]-4-methylpent-4-enyloxymethyl}-benzene 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: 86.0%

: 872831-43-1
(1R,2R,3R)-2-(1-benzyloxymethyl-3-methylbut-3-enyloxy)-hept-6-ene-1,3-diol

: 18162-48-6
tert-butyldimethylsilyl chloride

: 872831-31-7
(1R,2R,3R)-{2-[2-(tert-butyl-dimethyl-silanyloxy)-1-(tert-butyldimethylsilanyloxymethyl)-hex-5-enyloxy]-4-methylpent-4-enyloxymethyl}-benzene

Guidance literature:: With 1H-imidazole; dmap; In N,N-dimethyl-formamide; at 50 ℃;
DOI:10.1021/ja056921x

Reference yield:

: 872831-42-0
(2R)-(1-benzyloxymethyl-3-methylbut-3-enyloxy)-acetic acid

: 872831-31-7
(1R,2R,3R)-{2-[2-(tert-butyl-dimethyl-silanyloxy)-1-(tert-butyldimethylsilanyloxymethyl)-hex-5-enyloxy]-4-methylpent-4-enyloxymethyl}-benzene

Guidance literature:: Multi-step reaction with 4 steps

1.1: 86 percent / dicyclohexylcarbodiimide; 4-dimethylaminopyridine / CH₂Cl₂ / 0 - 20 °C

2.1: titanium tetrachloride; N,N-diisopropylamine / CH₂Cl₂ / 2.5 h / -78 °C

2.2: 70 percent / N-methylpyrrolidinone / CH₂Cl₂ / 3 h / -78 - -40 °C

3.1: 95 percent / lithium borohydride / methanol; diethyl ether / 1.5 h / 0 °C

4.1: 86 percent / imidazole; 4-dimethylaminopyridine / dimethylformamide / 50 °C

With 1H-imidazole; dmap; lithium borohydride; titanium tetrachloride; diisopropylamine; dicyclohexyl-carbodiimide; In methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja056921x

Reference yield:

: 872831-32-8
(1R,4S)-2-(1-benzyloxymethyl-3-methylbut-3-enyloxy)-1-(4-benzyl-2-thioxooxazo-lidin-3-yl)-ethanone

: 872831-31-7
(1R,2R,3R)-{2-[2-(tert-butyl-dimethyl-silanyloxy)-1-(tert-butyldimethylsilanyloxymethyl)-hex-5-enyloxy]-4-methylpent-4-enyloxymethyl}-benzene

Guidance literature:: Multi-step reaction with 3 steps

1.1: titanium tetrachloride; N,N-diisopropylamine / CH₂Cl₂ / 2.5 h / -78 °C

1.2: 70 percent / N-methylpyrrolidinone / CH₂Cl₂ / 3 h / -78 - -40 °C

2.1: 95 percent / lithium borohydride / methanol; diethyl ether / 1.5 h / 0 °C

3.1: 86 percent / imidazole; 4-dimethylaminopyridine / dimethylformamide / 50 °C

With 1H-imidazole; dmap; lithium borohydride; titanium tetrachloride; diisopropylamine; In methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja056921x