(2E,6E)-(11S,12S)-5,9-Diacetoxy-11-(tert-butyl-dimethyl-silanyloxy)-13-(tert-butyl-diphenyl-silanyloxy)-12-methyl-trideca-2,6-dienoic acid ethyl ester

Base Information

Chemical Name:(2E,6E)-(11S,12S)-5,9-Diacetoxy-11-(tert-butyl-dimethyl-silanyloxy)-13-(tert-butyl-diphenyl-silanyloxy)-12-methyl-trideca-2,6-dienoic acid ethyl ester
CAS No.:781642-27-1
Molecular Formula:C₄₂H₆₄O₈Si₂
Molecular Weight:753.136
Hs Code.:

(2E,6E)-(11S,12S)-5,9-Diacetoxy-11-(tert-butyl-dimethyl-silanyloxy)-13-(tert-butyl-diphenyl-silanyloxy)-12-methyl-trideca-2,6-dienoic acid ethyl ester

Synonyms:(2E,6E)-(11S,12S)-5,9-Diacetoxy-11-(tert-butyl-dimethyl-silanyloxy)-13-(tert-butyl-diphenyl-silanyloxy)-12-methyl-trideca-2,6-dienoic acid ethyl ester

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Chemical Property of (2E,6E)-(11S,12S)-5,9-Diacetoxy-11-(tert-butyl-dimethyl-silanyloxy)-13-(tert-butyl-diphenyl-silanyloxy)-12-methyl-trideca-2,6-dienoic acid ethyl ester

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Technology Process of (2E,6E)-(11S,12S)-5,9-Diacetoxy-11-(tert-butyl-dimethyl-silanyloxy)-13-(tert-butyl-diphenyl-silanyloxy)-12-methyl-trideca-2,6-dienoic acid ethyl ester

There total 9 articles about (2E,6E)-(11S,12S)-5,9-Diacetoxy-11-(tert-butyl-dimethyl-silanyloxy)-13-(tert-butyl-diphenyl-silanyloxy)-12-methyl-trideca-2,6-dienoic acid ethyl ester 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: 78.0%

: 140-88-5,9003-32-1
ethyl acrylate

: 781642-26-0
acetic acid 5-acetoxy-1-[2-(tert-butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-3-methyl-butyl]-octa-3,7-dienyl ester

: 781642-27-1
(2E,6E)-(11S,12S)-5,9-Diacetoxy-11-(tert-butyl-dimethyl-silanyloxy)-13-(tert-butyl-diphenyl-silanyloxy)-12-methyl-trideca-2,6-dienoic acid ethyl ester

Guidance literature:: With Cl₂Ru(C₃H₅N₂(Mes)2)(C₁₀H₁₂O); In dichloromethane; at 25 ℃; for 16h;
DOI:10.1021/ol048862i

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 781642-27-1
(2E,6E)-(11S,12S)-5,9-Diacetoxy-11-(tert-butyl-dimethyl-silanyloxy)-13-(tert-butyl-diphenyl-silanyloxy)-12-methyl-trideca-2,6-dienoic acid ethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: 90 percent / 2,6-lutidine / CH₂Cl₂ / -78 °C

2.1: O₃ / CH₂Cl₂ / -78 °C

2.2: Me₂S / CH₂Cl₂

3.1: tetrahydrofuran / -40 °C

4.1: 82 percent / Cl₂Ru(C₃H₅N₂(Mes)2)(C₁₀H₁₂O) / CH₂Cl₂ / 25 °C

5.1: 76 percent / BF₃*Et₂O / CH₂Cl₂ / -78 °C

6.1: 86 percent / DMAP; pyridine / 25 °C

7.1: 78 percent / Cl₂Ru(C₃H₅N₂(Mes)2)(C₁₀H₁₂O) / CH₂Cl₂ / 16 h / 25 °C

With pyridine; 2,6-dimethylpyridine; dmap; Cl₂Ru(C₃H₅N₂(Mes)2)(C₁₀H₁₂O); boron trifluoride diethyl etherate; ozone; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ol048862i

Reference yield:

: 92817-88-4
(2S)-3-{[tert-butyl(diphenyl)silyl]oxy}-2-methylpropanal

: 781642-27-1
(2E,6E)-(11S,12S)-5,9-Diacetoxy-11-(tert-butyl-dimethyl-silanyloxy)-13-(tert-butyl-diphenyl-silanyloxy)-12-methyl-trideca-2,6-dienoic acid ethyl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: 87 percent / diethyl ether / -78 °C

2.1: 90 percent / 2,6-lutidine / CH₂Cl₂ / -78 °C

3.1: O₃ / CH₂Cl₂ / -78 °C

3.2: Me₂S / CH₂Cl₂

4.1: tetrahydrofuran / -40 °C

5.1: 82 percent / Cl₂Ru(C₃H₅N₂(Mes)2)(C₁₀H₁₂O) / CH₂Cl₂ / 25 °C

6.1: 76 percent / BF₃*Et₂O / CH₂Cl₂ / -78 °C

7.1: 86 percent / DMAP; pyridine / 25 °C

8.1: 78 percent / Cl₂Ru(C₃H₅N₂(Mes)2)(C₁₀H₁₂O) / CH₂Cl₂ / 16 h / 25 °C

With pyridine; 2,6-dimethylpyridine; dmap; Cl₂Ru(C₃H₅N₂(Mes)2)(C₁₀H₁₂O); boron trifluoride diethyl etherate; ozone; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/ol048862i