(3S,4'R,5'R)-tert-butyldimethylsilyl-3-[4',5'-bis(methoxydiphenylmethyl)-1',3',2'-dioxaborolan-2'-yl]-4-penten-1-yl ether

Base Information

Chemical Name:(3S,4'R,5'R)-tert-butyldimethylsilyl-3-[4',5'-bis(methoxydiphenylmethyl)-1',3',2'-dioxaborolan-2'-yl]-4-penten-1-yl ether
CAS No.:1044871-13-7
Molecular Formula:C₄₁H₅₁BO₅Si
Molecular Weight:662.749
Hs Code.:

Synonyms:(3S,4'R,5'R)-tert-butyldimethylsilyl-3-[4',5'-bis(methoxydiphenylmethyl)-1',3',2'-dioxaborolan-2'-yl]-4-penten-1-yl ether

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Chemical Property of (3S,4'R,5'R)-tert-butyldimethylsilyl-3-[4',5'-bis(methoxydiphenylmethyl)-1',3',2'-dioxaborolan-2'-yl]-4-penten-1-yl ether

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Technology Process of (3S,4'R,5'R)-tert-butyldimethylsilyl-3-[4',5'-bis(methoxydiphenylmethyl)-1',3',2'-dioxaborolan-2'-yl]-4-penten-1-yl ether

There total 1 articles about (3S,4'R,5'R)-tert-butyldimethylsilyl-3-[4',5'-bis(methoxydiphenylmethyl)-1',3',2'-dioxaborolan-2'-yl]-4-penten-1-yl ether 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: 98.0%

: 883884-85-3
(3S,4'R,5'R)-3-[4',5'-bis(methoxydiphenylmethyl)-1',3',2'-dioxaborolan-2'-yl]pent-4-en-1-ol

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1044871-13-7
(3S,4'R,5'R)-tert-butyldimethylsilyl-3-[4',5'-bis(methoxydiphenylmethyl)-1',3',2'-dioxaborolan-2'-yl]-4-penten-1-yl ether

Guidance literature:: With 1H-imidazole; In dichloromethane; for 12h;
DOI:10.1002/chem.200800034

Reference yield: 91.0%

: 1044871-13-7
(3S,4'R,5'R)-tert-butyldimethylsilyl-3-[4',5'-bis(methoxydiphenylmethyl)-1',3',2'-dioxaborolan-2'-yl]-4-penten-1-yl ether

: 121289-23-4
p-methoxybenzyloxyacetaldehyde

: 1044871-63-7
(2S,4Z)-7-(tert-butyldimethylsilyloxy)-1-(4''-methoxybenzyloxy)hept-4-en-2-ol

Guidance literature:: (3S,4'R,5'R)-tert-butyldimethylsilyl-3-[4',5'-bis(methoxydiphenylmethyl)-1',3',2'-dioxaborolan-2'-yl]-4-penten-1-yl ether; p-methoxybenzyloxyacetaldehyde; In dichloromethane; at 0 - 20 ℃; for 144h;

With lithium aluminium tetrahydride; In tetrahydrofuran; for 1h; optical yield given as %ee;
DOI:10.1002/chem.200800034

Reference yield: 52.0%

: 104-53-0
3-phenyl-propionaldehyde

: 1044871-13-7
(3S,4'R,5'R)-tert-butyldimethylsilyl-3-[4',5'-bis(methoxydiphenylmethyl)-1',3',2'-dioxaborolan-2'-yl]-4-penten-1-yl ether

: 1044871-59-1
(3R,5Z)-8-(tert-butyldimethylsilyloxy)-1-phenyloct-5-en-3-ol

Guidance literature:: 3-phenyl-propionaldehyde; (3S,4'R,5'R)-tert-butyldimethylsilyl-3-[4',5'-bis(methoxydiphenylmethyl)-1',3',2'-dioxaborolan-2'-yl]-4-penten-1-yl ether; In dichloromethane; at 0 - 20 ℃; for 48h;

With lithium aluminium tetrahydride; In tetrahydrofuran; for 1h; optical yield given as %ee;
DOI:10.1002/chem.200800034