(2R,3R,9R)-9-benzyloxymethyl-3-(tert-butyldimethylsilanyloxy)-2-(tert-butyldimethylsilanyloxymethyl)-7-methyl-2,3,4,5,8,9-hexahydrooxonine

Base Information

Chemical Name:(2R,3R,9R)-9-benzyloxymethyl-3-(tert-butyldimethylsilanyloxy)-2-(tert-butyldimethylsilanyloxymethyl)-7-methyl-2,3,4,5,8,9-hexahydrooxonine
CAS No.:872831-34-0
Molecular Formula:C₃₀H₅₄O₄Si₂
Molecular Weight:534.927
Hs Code.:

(2R,3R,9R)-9-benzyloxymethyl-3-(tert-butyldimethylsilanyloxy)-2-(tert-butyldimethylsilanyloxymethyl)-7-methyl-2,3,4,5,8,9-hexahydrooxonine

Synonyms:(2R,3R,9R)-9-benzyloxymethyl-3-(tert-butyldimethylsilanyloxy)-2-(tert-butyldimethylsilanyloxymethyl)-7-methyl-2,3,4,5,8,9-hexahydrooxonine

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Chemical Property of (2R,3R,9R)-9-benzyloxymethyl-3-(tert-butyldimethylsilanyloxy)-2-(tert-butyldimethylsilanyloxymethyl)-7-methyl-2,3,4,5,8,9-hexahydrooxonine

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Technology Process of (2R,3R,9R)-9-benzyloxymethyl-3-(tert-butyldimethylsilanyloxy)-2-(tert-butyldimethylsilanyloxymethyl)-7-methyl-2,3,4,5,8,9-hexahydrooxonine

There total 8 articles about (2R,3R,9R)-9-benzyloxymethyl-3-(tert-butyldimethylsilanyloxy)-2-(tert-butyldimethylsilanyloxymethyl)-7-methyl-2,3,4,5,8,9-hexahydrooxonine 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: 99.0%

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

: 872831-34-0
(2R,3R,9R)-9-benzyloxymethyl-3-(tert-butyldimethylsilanyloxy)-2-(tert-butyldimethylsilanyloxymethyl)-7-methyl-2,3,4,5,8,9-hexahydrooxonine

Guidance literature:: With Cl₂(PCy₃)(N,N'-(Mes)2-imidazolidin-2-yl)Ru=CHC₆H₅; In dichloromethane; for 3h; Heating;
DOI:10.1021/ja056921x

Reference yield:

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

: 872831-34-0
(2R,3R,9R)-9-benzyloxymethyl-3-(tert-butyldimethylsilanyloxy)-2-(tert-butyldimethylsilanyloxymethyl)-7-methyl-2,3,4,5,8,9-hexahydrooxonine

Guidance literature:: Multi-step reaction with 5 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

5.1: 99 percent / Cl₂(Cy₃P)(IMes)Ru=CHPh / CH₂Cl₂ / 3 h / Heating

With 1H-imidazole; dmap; lithium borohydride; Cl₂(PCy₃)(N,N'-(Mes)2-imidazolidin-2-yl)Ru=CHC₆H₅; titanium tetrachloride; diisopropylamine; dicyclohexyl-carbodiimide; In methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja056921x

Reference yield:

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

: 872831-34-0
(2R,3R,9R)-9-benzyloxymethyl-3-(tert-butyldimethylsilanyloxy)-2-(tert-butyldimethylsilanyloxymethyl)-7-methyl-2,3,4,5,8,9-hexahydrooxonine

Guidance literature:: Multi-step reaction with 2 steps

1: 86 percent / imidazole; 4-dimethylaminopyridine / dimethylformamide / 50 °C

2: 99 percent / Cl₂(Cy₃P)(IMes)Ru=CHPh / CH₂Cl₂ / 3 h / Heating

With 1H-imidazole; dmap; Cl₂(PCy₃)(N,N'-(Mes)2-imidazolidin-2-yl)Ru=CHC₆H₅; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja056921x