(E)-(5R,7S,9R)-2,2,3,3,11,11,12,12-octamethyl-5-((E)-3-methyl-5-phenylpent-3-en-1-yl)-9-((E)-2-methylhexa-2,5-dien-1-yl)-4,10-dioxa-3,11-disilatridecan-7-yl 3-(2-((tert-butyldimethylsilyl)oxy)ethyl)hexa-2,5-dienoate

Base Information

Chemical Name:(E)-(5R,7S,9R)-2,2,3,3,11,11,12,12-octamethyl-5-((E)-3-methyl-5-phenylpent-3-en-1-yl)-9-((E)-2-methylhexa-2,5-dien-1-yl)-4,10-dioxa-3,11-disilatridecan-7-yl 3-(2-((tert-butyldimethylsilyl)oxy)ethyl)hexa-2,5-dienoate
CAS No.:1375950-73-4
Molecular Formula:C₅₀H₈₈O₅Si₃
Molecular Weight:853.502
Hs Code.:

(E)-(5R,7S,9R)-2,2,3,3,11,11,12,12-octamethyl-5-((E)-3-methyl-5-phenylpent-3-en-1-yl)-9-((E)-2-methylhexa-2,5-dien-1-yl)-4,10-dioxa-3,11-disilatridecan-7-yl 3-(2-((tert-butyldimethylsilyl)oxy)ethyl)hexa-2,5-dienoate

Synonyms:(E)-(5R,7S,9R)-2,2,3,3,11,11,12,12-octamethyl-5-((E)-3-methyl-5-phenylpent-3-en-1-yl)-9-((E)-2-methylhexa-2,5-dien-1-yl)-4,10-dioxa-3,11-disilatridecan-7-yl 3-(2-((tert-butyldimethylsilyl)oxy)ethyl)hexa-2,5-dienoate

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Chemical Property of (E)-(5R,7S,9R)-2,2,3,3,11,11,12,12-octamethyl-5-((E)-3-methyl-5-phenylpent-3-en-1-yl)-9-((E)-2-methylhexa-2,5-dien-1-yl)-4,10-dioxa-3,11-disilatridecan-7-yl 3-(2-((tert-butyldimethylsilyl)oxy)ethyl)hexa-2,5-dienoate

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Technology Process of (E)-(5R,7S,9R)-2,2,3,3,11,11,12,12-octamethyl-5-((E)-3-methyl-5-phenylpent-3-en-1-yl)-9-((E)-2-methylhexa-2,5-dien-1-yl)-4,10-dioxa-3,11-disilatridecan-7-yl 3-(2-((tert-butyldimethylsilyl)oxy)ethyl)hexa-2,5-dienoate

There total 39 articles about (E)-(5R,7S,9R)-2,2,3,3,11,11,12,12-octamethyl-5-((E)-3-methyl-5-phenylpent-3-en-1-yl)-9-((E)-2-methylhexa-2,5-dien-1-yl)-4,10-dioxa-3,11-disilatridecan-7-yl 3-(2-((tert-butyldimethylsilyl)oxy)ethyl)hexa-2,5-dienoate 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: 86.0%

: 1376331-10-0
(Z)-(5R,7S,9R)-2,2,3,3,11,11,12,12-octamethyl-5-((E)-3-methyl-5-phenylpent-3-en-1-yl)-9-((E)-2-methylhexa-2,5-dien-1-yl)-4,10-dioxa-3,11-disilatridecan-7-yl 5-((tert-butyldimethylsilyl)oxy)-3-iodopent-2-enoate

: 24850-33-7
allyltributylstanane

: 1375950-73-4
(E)-(5R,7S,9R)-2,2,3,3,11,11,12,12-octamethyl-5-((E)-3-methyl-5-phenylpent-3-en-1-yl)-9-((E)-2-methylhexa-2,5-dien-1-yl)-4,10-dioxa-3,11-disilatridecan-7-yl 3-(2-((tert-butyldimethylsilyl)oxy)ethyl)hexa-2,5-dienoate

Guidance literature:: With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; triphenyl-arsane; In N,N-dimethyl-formamide; at 20 ℃; for 16h; Inert atmosphere;
DOI:10.1002/anie.201200871

Reference yield: 65.0%

: 1375950-74-5
(Z)-((5R,7S,9R)-5-((E)-3-iodo-2-methylallyl)-2,2,3,3,11,11,12,12-octamethyl-9-((E)-3-methyl-5-phenylpent-3-enyl)-4,10-dioxa-3,11-disilatridecan-7-yl) 5-(tert-butyldimethylsilyloxy)-3-iodopent-2-enoate

: 24850-33-7
allyltributylstanane

: 1375950-73-4
(E)-(5R,7S,9R)-2,2,3,3,11,11,12,12-octamethyl-5-((E)-3-methyl-5-phenylpent-3-en-1-yl)-9-((E)-2-methylhexa-2,5-dien-1-yl)-4,10-dioxa-3,11-disilatridecan-7-yl 3-(2-((tert-butyldimethylsilyl)oxy)ethyl)hexa-2,5-dienoate

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; benzene; at 50 - 55 ℃; for 3.5h;
DOI:10.1002/anie.201108749

Reference yield:

: 1174549-23-5
(Z)-5-((tert-butyldimethylsilyl)oxy)-3-iodopent-2-enoic acid

: 1375950-73-4
(E)-(5R,7S,9R)-2,2,3,3,11,11,12,12-octamethyl-5-((E)-3-methyl-5-phenylpent-3-en-1-yl)-9-((E)-2-methylhexa-2,5-dien-1-yl)-4,10-dioxa-3,11-disilatridecan-7-yl 3-(2-((tert-butyldimethylsilyl)oxy)ethyl)hexa-2,5-dienoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 2,4,6-trichlorobenzoyl chloride; triethylamine / toluene / 2 h / 0 °C

1.2: 0.67 h / 0 °C

2.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide; benzene / 3.5 h / 50 - 55 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; 2,4,6-trichlorobenzoyl chloride; triethylamine; In N,N-dimethyl-formamide; toluene; benzene; 1.1: Yamaguchi esterification / 1.2: Yamaguchi esterification / 2.1: Stille cross-coupling;
DOI:10.1002/anie.201108749