(R)-(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 3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

Base Information

Chemical Name:(R)-(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 3,3,3-trifluoro-2-methoxy-2-phenylpropanoate
CAS No.:1376331-31-5
Molecular Formula:C₄₆H₇₁F₃O₅Si₂
Molecular Weight:817.233
Hs Code.:

(R)-(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 3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

Synonyms:(R)-(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 3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

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Chemical Property of (R)-(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 3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

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Technology Process of (R)-(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 3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

There total 18 articles about (R)-(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 3,3,3-trifluoro-2-methoxy-2-phenylpropanoate 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: 77.0%

: 20445-31-2
R-(+)-α-trifluoromethyl-α-methoxy-phenylacetic 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

: 1376331-31-5
(R)-(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 3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 14h; Inert atmosphere;
DOI:10.1002/anie.201200871

Reference yield: 75.0%

: 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

: 39637-99-5,20445-33-4
(S)-(+)-2-methoxy-2-trifluoromethyl-2-phenylacetyl chloride

: 1376331-31-5
(R)-(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 3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 14h; Inert atmosphere;
DOI:10.1021/acs.joc.8b00193

Reference yield:

: (R)-ethyl 5-((tert-butyldimethylsilyl)oxy)-7-((4-methoxybenzyl)oxy)-3-methylhept-2-enoate

: 1376331-31-5
(R)-(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 3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

Guidance literature:: Multi-step reaction with 11 steps

1.1: diisobutylaluminium hydride / dichloromethane / 0.5 h / -75 °C / Inert atmosphere

2.1: 2,6-dimethylpyridine; carbon tetrabromide; triphenylphosphine / dichloromethane / 2 h / -78 °C / Inert atmosphere

3.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; triphenyl-arsane / N,N-dimethyl-formamide / 75 h / 20 °C / Inert atmosphere

4.1: triethylamine / dichloromethane / 1.5 h / 0 °C / Darkness; Inert atmosphere

5.1: methanol; potassium carbonate / 0.08 h / 20 °C

6.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1 h / -78 °C / Inert atmosphere

6.2: -78 - 20 °C / Inert atmosphere

7.1: triethylamine; B-chlorodiisopinocampheylborane / dichloromethane / 3 h / -78 °C / Inert atmosphere

7.2: 16 h / -78 - -20 °C / Inert atmosphere

7.3: 1.5 h / 0 °C / pH 7 / aq. phosphate buffer

8.1: samarium diiodide / tetrahydrofuran / 1 h / -20 °C / Inert atmosphere

9.1: 1H-imidazole / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere

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

11.1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 14 h / 20 °C / Inert atmosphere

With 1H-imidazole; 2,6-dimethylpyridine; methanol; dmap; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; samarium diiodide; oxalyl dichloride; carbon tetrabromide; triphenyl-arsane; diisobutylaluminium hydride; potassium carbonate; dimethyl sulfoxide; triethylamine; dicyclohexyl-carbodiimide; triphenylphosphine; B-chlorodiisopinocampheylborane; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene; 3.1: Stille coupling / 6.1: Swern oxidation / 7.1: Paterson aldol reaction / 7.2: Paterson aldol reaction / 8.1: Evans-Tishchenko reduction;
DOI:10.1002/anie.201200871