(2S,3S,4R)-1-(tert-butyldiphenylsilanyloxy)-3-(p-methoxybenzyloxy)-2,4-dimethyl-5-heptyne

Base Information

Chemical Name:(2S,3S,4R)-1-(tert-butyldiphenylsilanyloxy)-3-(p-methoxybenzyloxy)-2,4-dimethyl-5-heptyne
CAS No.:883877-32-5
Molecular Formula:C₃₃H₄₂O₃Si
Molecular Weight:514.78
Hs Code.:

Synonyms:(2S,3S,4R)-1-(tert-butyldiphenylsilanyloxy)-3-(p-methoxybenzyloxy)-2,4-dimethyl-5-heptyne

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Chemical Property of (2S,3S,4R)-1-(tert-butyldiphenylsilanyloxy)-3-(p-methoxybenzyloxy)-2,4-dimethyl-5-heptyne

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Technology Process of (2S,3S,4R)-1-(tert-butyldiphenylsilanyloxy)-3-(p-methoxybenzyloxy)-2,4-dimethyl-5-heptyne

There total 1 articles about (2S,3S,4R)-1-(tert-butyldiphenylsilanyloxy)-3-(p-methoxybenzyloxy)-2,4-dimethyl-5-heptyne 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: 93.0%

: 850479-58-2
(2S,3S,4R)-1-(tert-butyldiphenylsilanyloxy)-2,4-dimethyl-5-heptyn-3-ol

: 2746-25-0
p-Methoxybenzyl bromide

: 883877-32-5
(2S,3S,4R)-1-(tert-butyldiphenylsilanyloxy)-3-(p-methoxybenzyloxy)-2,4-dimethyl-5-heptyne

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at -20 - 20 ℃;
DOI:10.1021/ol0600786

Reference yield: 98.0%

: 883877-32-5
(2S,3S,4R)-1-(tert-butyldiphenylsilanyloxy)-3-(p-methoxybenzyloxy)-2,4-dimethyl-5-heptyne

: 883877-33-6
(2S,3S,4R)-3-(p-methoxybenzyloxy)-2,4-dimethyl-5-heptyn-1-ol

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃;
DOI:10.1021/ol0600786

Reference yield:

: 883877-32-5
(2S,3S,4R)-1-(tert-butyldiphenylsilanyloxy)-3-(p-methoxybenzyloxy)-2,4-dimethyl-5-heptyne

: 883877-68-7
(E)-(2R,3R,4R,8S)-8-(tert-butyldimethylsilanyloxy)-3-(p-methoxybenzyloxy)-7-(tri-isopropylsilanyloxy)-2,4,6-trimethylnon-5-en-1-al

: (E)-(2S,3S,4R,7R,8R,9R,12S,13S)-13-(tert-Butyl-dimethyl-silanyloxy)-1-(tert-butyl-diphenyl-silanyloxy)-5-eth-(E)-ylidene-3,8-bis-(4-methoxy-benzyloxy)-2,4,7,9,11-pentamethyl-12-triisopropylsilanyloxy-tetradec-10-en-6-ol

: (E,E)-(2S,3S,4R,7R,8R,9R,10R,13S,14S)-1-(tert-butyldiphenylsilanyloxy)-3,9-di(p-methoxybenzyloxy)-13-(tri-isopropylsilanyloxy)-14-(tert-butyldimethylsilanyloxy)-2,4,6,8,10,12-hexamethylpentadeca-5,11-dien-7-ol

: (E,E)-(2S,3S,4R,7S,8R,9R,10R,13S,14S)-1-(tert-butyldiphenylsilanyloxy)-3,9-di(p-methoxybenzyloxy)-13-(tri-isopropylsilanyloxy)-14-(tert-butyldimethylsilanyloxy)-2,4,6,8,10,12-hexamethylpentadeca-5,11-dien-7-ol

Guidance literature:: (2S,3S,4R)-1-(tert-butyldiphenylsilanyloxy)-3-(p-methoxybenzyloxy)-2,4-dimethyl-5-heptyne; With cyclopentylmagnesium chloride; triisopropoxytitanium(IV) chloride; In diethyl ether; hexane; toluene; at -40 ℃; for 2h;

(E)-(2R,3R,4R,8S)-8-(tert-butyldimethylsilanyloxy)-3-(p-methoxybenzyloxy)-7-(tri-isopropylsilanyloxy)-2,4,6-trimethylnon-5-en-1-al; With boron trifluoride diethyl etherate; In tetrahydrofuran; diethyl ether; hexane; at -78 ℃; for 1h; Title compound not separated from byproducts;
DOI:10.1021/ol0600786