(3S,4S,5R)-5-(tert-butyldimethylsilanyloxy)-4-[3-(tert-butyldiphenylsilanyloxy)propyl]oct-1-en-7-yn-3-ol

Base Information

Chemical Name:(3S,4S,5R)-5-(tert-butyldimethylsilanyloxy)-4-[3-(tert-butyldiphenylsilanyloxy)propyl]oct-1-en-7-yn-3-ol
CAS No.:1101134-53-5
Molecular Formula:C₃₃H₅₀O₃Si₂
Molecular Weight:550.929
Hs Code.:

Synonyms:(3S,4S,5R)-5-(tert-butyldimethylsilanyloxy)-4-[3-(tert-butyldiphenylsilanyloxy)propyl]oct-1-en-7-yn-3-ol

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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 (3S,4S,5R)-5-(tert-butyldimethylsilanyloxy)-4-[3-(tert-butyldiphenylsilanyloxy)propyl]oct-1-en-7-yn-3-ol

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Technology Process of (3S,4S,5R)-5-(tert-butyldimethylsilanyloxy)-4-[3-(tert-butyldiphenylsilanyloxy)propyl]oct-1-en-7-yn-3-ol

There total 1 articles about (3S,4S,5R)-5-(tert-butyldimethylsilanyloxy)-4-[3-(tert-butyldiphenylsilanyloxy)propyl]oct-1-en-7-yn-3-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: 37.0%

: 1101134-52-4
(2R,3R)-3-(tert-butyldimethylsilanyloxy)-2-[3-(tert-butyldiphenylsilanyloxy)propyl]hex-5-ynal

: 3536-96-7
vinylmagnesium chloride

: 1239600-13-5
(3R,4S,5R)-5-(tert-butyldimethylsilanyloxy)-4-[3-(tert-butyldiphenylsilanyloxy)propyl]oct-1-en-7-yn-3-ol

: 1101134-53-5
(3S,4S,5R)-5-(tert-butyldimethylsilanyloxy)-4-[3-(tert-butyldiphenylsilanyloxy)propyl]oct-1-en-7-yn-3-ol

Guidance literature:: (2R,3R)-3-(tert-butyldimethylsilanyloxy)-2-[3-(tert-butyldiphenylsilanyloxy)propyl]hex-5-ynal; vinylmagnesium chloride; In tetrahydrofuran; at -78 - -30 ℃; for 1.5h; Inert atmosphere;

With water; ammonium chloride; In tetrahydrofuran; at 0 ℃; optical yield given as %de; Inert atmosphere;
DOI:10.1016/j.tet.2010.05.028

Reference yield: 99.0%

: 1101134-53-5
(3S,4S,5R)-5-(tert-butyldimethylsilanyloxy)-4-[3-(tert-butyldiphenylsilanyloxy)propyl]oct-1-en-7-yn-3-ol

: 69739-34-0
t-butyldimethylsiyl triflate

: 1101134-54-6
(3S,4R,5R)-3,5-bis(tert-butyldimethylsilanyloxy)-4-[3-(tert-butyldimethylsilanyloxy)propyl]oct-1-en-7-yne

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃; for 1h; Inert atmosphere;
DOI:10.1016/j.tet.2010.05.028