(5R,6R,7E,9R)-9-{[tert-butyl(dimethyl)silyl]oxy}-6-{[tert-butyl(diphenyl)silyl]oxy}-13-[(para-methoxybenzyl)oxy]-5-(methoxymethoxy)tridec-7-en-1yne

Base Information

• Chemical Name: (5R,6R,7E,9R)-9-{[tert-butyl(dimethyl)silyl]oxy}-6-{[tert-butyl(diphenyl)silyl]oxy}-13-[(para-methoxybenzyl)oxy]-5-(methoxymethoxy)tridec-7-en-1yne
• CAS No.: 1001671-49-3
• Molecular Formula: C₄₅H₆₆O₆Si₂
• Molecular Weight: 759.186
• Mol file: 1001671-49-3.mol

Synonyms:(5R,6R,7E,9R)-9-{[tert-butyl(dimethyl)silyl]oxy}-6-{[tert-butyl(diphenyl)silyl]oxy}-13-[(para-methoxybenzyl)oxy]-5-(methoxymethoxy)tridec-7-en-1yne

Chemical Property of (5R,6R,7E,9R)-9-{[tert-butyl(dimethyl)silyl]oxy}-6-{[tert-butyl(diphenyl)silyl]oxy}-13-[(para-methoxybenzyl)oxy]-5-(methoxymethoxy)tridec-7-en-1yne

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (5R,6R,7E,9R)-9-{[tert-butyl(dimethyl)silyl]oxy}-6-{[tert-butyl(diphenyl)silyl]oxy}-13-[(para-methoxybenzyl)oxy]-5-(methoxymethoxy)tridec-7-en-1yne

There total 1 articles about (5R,6R,7E,9R)-9-{[tert-butyl(dimethyl)silyl]oxy}-6-{[tert-butyl(diphenyl)silyl]oxy}-13-[(para-methoxybenzyl)oxy]-5-(methoxymethoxy)tridec-7-en-1yne 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%

(5R,6E,8R,9R)-8-{[tert-butyl(diphenyl)silyl]oxy}-1-[(para-methoxybenzyl)oxy]-9-(methoxymethoxy)tridec-6-en-12-yn-5-ol + t-butyldimethylsiyl triflate (69739-34-0) → (5R,6R,7E,9R)-9-{[tert-butyl(dimethyl)silyl]oxy}-6-{[tert-butyl(diphenyl)silyl]oxy}-13-[(para-methoxybenzyl)oxy]-5-(methoxymethoxy)tridec-7-en-1yne (1001671-49-3)

Guidance literature:

With 2,6-dimethylpyridine; In dichloromethane; at 0 ℃; for 0.666667h;

DOI:10.1016/j.tet.2007.10.028

Reference yield: 78.0%

(5R,6R,7E,9R)-9-{[tert-butyl(dimethyl)silyl]oxy}-6-{[tert-butyl(diphenyl)silyl]oxy}-13-[(para-methoxybenzyl)oxy]-5-(methoxymethoxy)tridec-7-en-1yne (1001671-49-3) + methyl (2E,4R,5R,7E)-8-iodo-2,4,7-trimethyl-5-[(triethylsilyl)oxy]-2,7-octadienoate (1001671-55-1) → methyl (2E,4R,5R,7E,9E,13R,14R,15E,17R)-17-{[tert-butyl(dimethyl)silyl]oxy}-14-{[tert-butyl(diphenyl)silyl]oxy}-21-[(para-methoxybenzyl)oxy]-13-methoxymethoxy-2,4,7-trimethyl-5-[(triethylsilyl)oxy]henicosa-2,7,9,15-tetraenoate

Guidance literature:

(5R,6R,7E,9R)-9-{[tert-butyl(dimethyl)silyl]oxy}-6-{[tert-butyl(diphenyl)silyl]oxy}-13-[(para-methoxybenzyl)oxy]-5-(methoxymethoxy)tridec-7-en-1yne; With tri-n-butyl-tin hydride; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; at 20 ℃; for 0.166667h;

methyl (2E,4R,5R,7E)-8-iodo-2,4,7-trimethyl-5-[(triethylsilyl)oxy]-2,7-octadienoate; With triphenyl-arsane; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In N,N-dimethyl-formamide; at 20 ℃; for 6h; Further stages.;

DOI:10.1016/j.tet.2007.10.028

Reference yield:

(5R,6R,7E,9R)-9-{[tert-butyl(dimethyl)silyl]oxy}-6-{[tert-butyl(diphenyl)silyl]oxy}-13-[(para-methoxybenzyl)oxy]-5-(methoxymethoxy)tridec-7-en-1yne (1001671-49-3) + methyl (2E,4R,5R,7E)-8-iodo-2,4,7-trimethyl-5-[(triethylsilyl)oxy]-2,7-octadienoate (1001671-55-1) → C63H102O9Si3

Guidance literature:

(5R,6R,7E,9R)-9-{[tert-butyl(dimethyl)silyl]oxy}-6-{[tert-butyl(diphenyl)silyl]oxy}-13-[(para-methoxybenzyl)oxy]-5-(methoxymethoxy)tridec-7-en-1yne; With 9-borabicyclo[3.3.1]nonane dimer; In tetrahydrofuran; at 0 - 20 ℃; for 36h;

methyl (2E,4R,5R,7E)-8-iodo-2,4,7-trimethyl-5-[(triethylsilyl)oxy]-2,7-octadienoate; With triphenyl-arsane; caesium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; water; N,N-dimethyl-formamide; at 23 ℃; for 72h; Further stages.;

DOI:10.1016/j.tet.2007.10.028

upstream raw materials:

t-butyldimethylsiyl triflate