(4R,5S,9R,E)-((4S,5R,7S,8S)-8-(tert-butyldimethylsilyloxy)-4,7-dimethylnon-1-en-5-yl) 5-(tert-butyldimethylsilyloxy)-11-((tert-butyldimethylsilyloxy)methyl)-9-(4-methoxybenzyloxy)-4-methyldodeca-6,11-dien-2-ynoate

Base Information

Chemical Name:(4R,5S,9R,E)-((4S,5R,7S,8S)-8-(tert-butyldimethylsilyloxy)-4,7-dimethylnon-1-en-5-yl) 5-(tert-butyldimethylsilyloxy)-11-((tert-butyldimethylsilyloxy)methyl)-9-(4-methoxybenzyloxy)-4-methyldodeca-6,11-dien-2-ynoate
CAS No.:1234707-86-8
Molecular Formula:C₅₁H₉₀O₇Si₃
Molecular Weight:899.528
Hs Code.:

(4R,5S,9R,E)-((4S,5R,7S,8S)-8-(tert-butyldimethylsilyloxy)-4,7-dimethylnon-1-en-5-yl) 5-(tert-butyldimethylsilyloxy)-11-((tert-butyldimethylsilyloxy)methyl)-9-(4-methoxybenzyloxy)-4-methyldodeca-6,11-dien-2-ynoate

Synonyms:(4R,5S,9R,E)-((4S,5R,7S,8S)-8-(tert-butyldimethylsilyloxy)-4,7-dimethylnon-1-en-5-yl) 5-(tert-butyldimethylsilyloxy)-11-((tert-butyldimethylsilyloxy)methyl)-9-(4-methoxybenzyloxy)-4-methyldodeca-6,11-dien-2-ynoate

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Chemical Property of (4R,5S,9R,E)-((4S,5R,7S,8S)-8-(tert-butyldimethylsilyloxy)-4,7-dimethylnon-1-en-5-yl) 5-(tert-butyldimethylsilyloxy)-11-((tert-butyldimethylsilyloxy)methyl)-9-(4-methoxybenzyloxy)-4-methyldodeca-6,11-dien-2-ynoate

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Technology Process of (4R,5S,9R,E)-((4S,5R,7S,8S)-8-(tert-butyldimethylsilyloxy)-4,7-dimethylnon-1-en-5-yl) 5-(tert-butyldimethylsilyloxy)-11-((tert-butyldimethylsilyloxy)methyl)-9-(4-methoxybenzyloxy)-4-methyldodeca-6,11-dien-2-ynoate

There total 1 articles about (4R,5S,9R,E)-((4S,5R,7S,8S)-8-(tert-butyldimethylsilyloxy)-4,7-dimethylnon-1-en-5-yl) 5-(tert-butyldimethylsilyloxy)-11-((tert-butyldimethylsilyloxy)methyl)-9-(4-methoxybenzyloxy)-4-methyldodeca-6,11-dien-2-ynoate 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:

: 1234707-81-3
(4S,5R,7S,8S)-8-(tert-butyldimethylsilyloxy)-4,7-dimethylnon-1-en-5-yl carbonochloridate

: 1234707-80-2
(5S,9R,E)-5-((R)-but-3-yn-2-yl)-9-(4-methoxybenzyloxy)-2,2,3,3,14,14,15,15-octamethyl-11-methylene-4,13-dioxa-3,14-disilahexadec-6-ene

: 1234707-86-8
(4R,5S,9R,E)-((4S,5R,7S,8S)-8-(tert-butyldimethylsilyloxy)-4,7-dimethylnon-1-en-5-yl) 5-(tert-butyldimethylsilyloxy)-11-((tert-butyldimethylsilyloxy)methyl)-9-(4-methoxybenzyloxy)-4-methyldodeca-6,11-dien-2-ynoate

Guidance literature:: (5S,9R,E)-5-((R)-but-3-yn-2-yl)-9-(4-methoxybenzyloxy)-2,2,3,3,14,14,15,15-octamethyl-11-methylene-4,13-dioxa-3,14-disilahexadec-6-ene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; Inert atmosphere;

(4S,5R,7S,8S)-8-(tert-butyldimethylsilyloxy)-4,7-dimethylnon-1-en-5-yl carbonochloridate; In tetrahydrofuran; hexane; at -78 - 0 ℃; Inert atmosphere;
DOI:10.1021/ol1011423

Reference yield:

: 1234707-86-8
(4R,5S,9R,E)-((4S,5R,7S,8S)-8-(tert-butyldimethylsilyloxy)-4,7-dimethylnon-1-en-5-yl) 5-(tert-butyldimethylsilyloxy)-11-((tert-butyldimethylsilyloxy)methyl)-9-(4-methoxybenzyloxy)-4-methyldodeca-6,11-dien-2-ynoate

: 917-54-4
methyllithium

: 1234708-03-2
C₅₂H₉₄O₇Si₃

: 1234707-87-9
C₅₂H₉₄O₇Si₃

Guidance literature:: methyllithium; With copper(l) iodide; In tetrahydrofuran; diethyl ether; at 0 ℃; Inert atmosphere;

With chloro-trimethyl-silane; In tetrahydrofuran; diethyl ether; at -78 ℃; for 0.0833333h; Inert atmosphere;

(4R,5S,9R,E)-((4S,5R,7S,8S)-8-(tert-butyldimethylsilyloxy)-4,7-dimethylnon-1-en-5-yl) 5-(tert-butyldimethylsilyloxy)-11-((tert-butyldimethylsilyloxy)methyl)-9-(4-methoxybenzyloxy)-4-methyldodeca-6,11-dien-2-ynoate; In tetrahydrofuran; diethyl ether; at -78 - 0 ℃; for 3h; optical yield given as %de; stereoselective reaction; Inert atmosphere;
DOI:10.1021/ol1011423