(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

Base Information

Chemical Name:(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
CAS No.:1376331-10-0
Molecular Formula:C₄₇H₈₃IO₅Si₃
Molecular Weight:939.334
Hs Code.:

(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

Synonyms:(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

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Chemical Property of (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

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Technology Process of (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

There total 23 articles about (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 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: 80.0%

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

: 1376331-08-6
(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-ol

: 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

Guidance literature:: With dmap; 2,4,6-trichlorobenzoyl chloride; triethylamine; In toluene; at -78 - -40 ℃; for 3h; Inert atmosphere;
DOI:10.1002/anie.201200871

Reference yield:

: 1376331-05-3
(2E,6R,8S,10R,12E)-10-((tert-butyldimethylsilyl)oxy)-6-hydroxy-3,12-dimethyl-1-phenylhexadeca-2,12,15-trien-8-yl propionate

: 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

Guidance literature:: Multi-step reaction with 3 steps

1: 1H-imidazole / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere

2: diisobutylaluminium hydride / dichloromethane; toluene / 1 h / -78 °C / Inert atmosphere

3: dmap; 2,4,6-trichlorobenzoyl chloride; triethylamine / toluene / 3 h / -78 - -40 °C / Inert atmosphere

With 1H-imidazole; dmap; 2,4,6-trichlorobenzoyl chloride; diisobutylaluminium hydride; triethylamine; In dichloromethane; N,N-dimethyl-formamide; toluene; 3: Yamaguchi esterification;
DOI:10.1002/anie.201200871

Reference yield:

: 1376331-29-1
(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 propionate

: 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

Guidance literature:: Multi-step reaction with 2 steps

1: diisobutylaluminium hydride / dichloromethane; toluene / 1 h / -78 °C / Inert atmosphere

2: dmap; 2,4,6-trichlorobenzoyl chloride; triethylamine / toluene / 3 h / -78 - -40 °C / Inert atmosphere

With dmap; 2,4,6-trichlorobenzoyl chloride; diisobutylaluminium hydride; triethylamine; In dichloromethane; toluene; 2: Yamaguchi esterification;
DOI:10.1002/anie.201200871