(3R)-3-[2-(2R,3E)-5-benzyloxypent-3-en-2-yl-4-methoxymethoxy-5-methylphenoxy]-5-(tert-butyldiphenylsilyloxy)-2-methylpentan-2-ol

Base Information

Chemical Name:(3R)-3-[2-(2R,3E)-5-benzyloxypent-3-en-2-yl-4-methoxymethoxy-5-methylphenoxy]-5-(tert-butyldiphenylsilyloxy)-2-methylpentan-2-ol
CAS No.:1528746-72-6
Molecular Formula:C₄₃H₅₆O₆Si
Molecular Weight:697
Hs Code.:

Synonyms:(3R)-3-[2-(2R,3E)-5-benzyloxypent-3-en-2-yl-4-methoxymethoxy-5-methylphenoxy]-5-(tert-butyldiphenylsilyloxy)-2-methylpentan-2-ol

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Chemical Property of (3R)-3-[2-(2R,3E)-5-benzyloxypent-3-en-2-yl-4-methoxymethoxy-5-methylphenoxy]-5-(tert-butyldiphenylsilyloxy)-2-methylpentan-2-ol

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Technology Process of (3R)-3-[2-(2R,3E)-5-benzyloxypent-3-en-2-yl-4-methoxymethoxy-5-methylphenoxy]-5-(tert-butyldiphenylsilyloxy)-2-methylpentan-2-ol

There total 5 articles about (3R)-3-[2-(2R,3E)-5-benzyloxypent-3-en-2-yl-4-methoxymethoxy-5-methylphenoxy]-5-(tert-butyldiphenylsilyloxy)-2-methylpentan-2-ol 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: 84.0%

: 1528746-70-4
(2R)-methyl 2-{2-[(2R,3E)-5-(benzyloxy)pent-3-en-2-yl]-4-(methoxymethoxy)-5-methylphenoxy}-4-(tert-butyldiphenylsilyloxy)butanoate

: 75-16-1
methylmagnesium bromide

: 1528746-72-6
(3R)-3-[2-(2R,3E)-5-benzyloxypent-3-en-2-yl-4-methoxymethoxy-5-methylphenoxy]-5-(tert-butyldiphenylsilyloxy)-2-methylpentan-2-ol

Guidance literature:: In tetrahydrofuran; at -78 ℃; for 0.5h; Inert atmosphere;
DOI:10.1016/j.tet.2013.11.070

Reference yield:

: 1313708-38-1
(2R,3E)-2-[5-(benzyloxy)pent-3-en-2-yl]-4-(methoxymethoxy)-5-methylphenol

: 1528746-72-6
(3R)-3-[2-(2R,3E)-5-benzyloxypent-3-en-2-yl-4-methoxymethoxy-5-methylphenoxy]-5-(tert-butyldiphenylsilyloxy)-2-methylpentan-2-ol

Guidance literature:: Multi-step reaction with 2 steps

1: potassium carbonate / acetonitrile / 4 h / 20 °C / Inert atmosphere

2: tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

With potassium carbonate; In tetrahydrofuran; acetonitrile;
DOI:10.1016/j.tet.2013.11.070

Reference yield:

: 1313708-39-2
(2R,3E)-4-[1-(benzyloxy)pent-3-en-2-yloxy]-1-(methoxymethoxy)-2-methylbenzene

: 1528746-72-6
(3R)-3-[2-(2R,3E)-5-benzyloxypent-3-en-2-yl-4-methoxymethoxy-5-methylphenoxy]-5-(tert-butyldiphenylsilyloxy)-2-methylpentan-2-ol

Guidance literature:: Multi-step reaction with 3 steps

1: trimethylaluminum / hexane / 0.5 h / 0 - 20 °C / Inert atmosphere

2: potassium carbonate / acetonitrile / 4 h / 20 °C / Inert atmosphere

3: tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

With trimethylaluminum; potassium carbonate; In tetrahydrofuran; hexane; acetonitrile;
DOI:10.1016/j.tet.2013.11.070