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

Base Information

Chemical Name:acetic acid 5-acetoxy-1-[2-(tert-butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-3-methyl-butyl]-octa-3,7-dienyl ester
CAS No.:781642-26-0
Molecular Formula:C₃₉H₆₀O₆Si₂
Molecular Weight:681.073
Hs Code.:

acetic acid 5-acetoxy-1-[2-(<i>tert</i>-butyl-dimethyl-silanyloxy)-4-(<i>tert</i>-butyl-diphenyl-silanyloxy)-3-methyl-butyl]-octa-3,7-dienyl ester

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

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Chemical Property of acetic acid 5-acetoxy-1-[2-(tert-butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-3-methyl-butyl]-octa-3,7-dienyl ester

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Technology Process of acetic acid 5-acetoxy-1-[2-(tert-butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-3-methyl-butyl]-octa-3,7-dienyl ester

There total 8 articles about acetic acid 5-acetoxy-1-[2-(tert-butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-3-methyl-butyl]-octa-3,7-dienyl 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: 86.0%

: 108-24-7
acetic anhydride

: 781642-25-9
10-(tert-butyl-dimethyl-silanyloxy)-12-(tert-butyl-diphenyl-silanyloxy)-11-methyl-dodeca-1,5-diene-4,8-diol

: 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

Guidance literature:: With pyridine; dmap; at 25 ℃;
DOI:10.1021/ol048862i

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 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

Guidance literature:: Multi-step reaction with 6 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

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

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

Guidance literature:: Multi-step reaction with 7 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

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