tert-butyl(((R,E)-1-((4S,6R)-2,2-dimethyl-6-((E)-3-methyl-5-phenylpent-3-en-1-yl)-1,3-dioxan-4-yl)-4-methylocta-4,7-dien-2-yl)oxy)dimethylsilane

Base Information

Chemical Name:tert-butyl(((R,E)-1-((4S,6R)-2,2-dimethyl-6-((E)-3-methyl-5-phenylpent-3-en-1-yl)-1,3-dioxan-4-yl)-4-methylocta-4,7-dien-2-yl)oxy)dimethylsilane
CAS No.:1375412-58-0
Molecular Formula:C₃₃H₅₄O₃Si
Molecular Weight:526.875
Hs Code.:

Synonyms:tert-butyl(((R,E)-1-((4S,6R)-2,2-dimethyl-6-((E)-3-methyl-5-phenylpent-3-en-1-yl)-1,3-dioxan-4-yl)-4-methylocta-4,7-dien-2-yl)oxy)dimethylsilane

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Chemical Property of tert-butyl(((R,E)-1-((4S,6R)-2,2-dimethyl-6-((E)-3-methyl-5-phenylpent-3-en-1-yl)-1,3-dioxan-4-yl)-4-methylocta-4,7-dien-2-yl)oxy)dimethylsilane

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Technology Process of tert-butyl(((R,E)-1-((4S,6R)-2,2-dimethyl-6-((E)-3-methyl-5-phenylpent-3-en-1-yl)-1,3-dioxan-4-yl)-4-methylocta-4,7-dien-2-yl)oxy)dimethylsilane

There total 30 articles about tert-butyl(((R,E)-1-((4S,6R)-2,2-dimethyl-6-((E)-3-methyl-5-phenylpent-3-en-1-yl)-1,3-dioxan-4-yl)-4-methylocta-4,7-dien-2-yl)oxy)dimethylsilane 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: 90.0%

: 1376331-26-8
(2E,6R,8S,10R,12E)-10-((tert-butyldimethylsilyl)oxy)-3,12-dimethyl-1-phenylhexadeca-2,12,15-triene-6,8-diol

: 77-76-9
2,2-dimethoxy-propane

: 1375412-58-0
tert-butyl(((R,E)-1-((4S,6R)-2,2-dimethyl-6-((E)-3-methyl-5-phenylpent-3-en-1-yl)-1,3-dioxan-4-yl)-4-methylocta-4,7-dien-2-yl)oxy)dimethylsilane

Guidance literature:: With camphor-10-sulfonic acid; at 20 ℃; for 1h; Inert atmosphere;
DOI:10.1002/anie.201200871

Reference yield:

: 1375950-76-7
(E)-5-methyl-7-phenylhept-5-en-2-one

: 1375412-58-0
tert-butyl(((R,E)-1-((4S,6R)-2,2-dimethyl-6-((E)-3-methyl-5-phenylpent-3-en-1-yl)-1,3-dioxan-4-yl)-4-methylocta-4,7-dien-2-yl)oxy)dimethylsilane

Guidance literature:: Multi-step reaction with 4 steps

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

1.2: 16 h / -78 - -20 °C / Inert atmosphere

1.3: 1.5 h / 0 °C / pH 7 / aq. phosphate buffer

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

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

4.1: camphor-10-sulfonic acid / 1 h / 20 °C / Inert atmosphere

With samarium diiodide; camphor-10-sulfonic acid; diisobutylaluminium hydride; triethylamine; B-chlorodiisopinocampheylborane; In tetrahydrofuran; dichloromethane; toluene; 1.1: Paterson aldol reaction / 1.2: Paterson aldol reaction / 2.1: Evans-Tishchenko reduction;
DOI:10.1002/anie.201200871

Reference yield:

: 1376331-01-9
(R,E)-tert-butyl((1-((4-methoxybenzyl)oxy)-5-methylnona-5,8-dien-3-yl)oxy)dimethylsilane

: 1375412-58-0
tert-butyl(((R,E)-1-((4S,6R)-2,2-dimethyl-6-((E)-3-methyl-5-phenylpent-3-en-1-yl)-1,3-dioxan-4-yl)-4-methylocta-4,7-dien-2-yl)oxy)dimethylsilane

Guidance literature:: Multi-step reaction with 7 steps

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

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

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

3.2: -78 - 20 °C / Inert atmosphere

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

4.2: 16 h / -78 - -20 °C / Inert atmosphere

4.3: 1.5 h / 0 °C / pH 7 / aq. phosphate buffer

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

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

7.1: camphor-10-sulfonic acid / 1 h / 20 °C / Inert atmosphere

With methanol; samarium diiodide; oxalyl dichloride; camphor-10-sulfonic acid; diisobutylaluminium hydride; potassium carbonate; dimethyl sulfoxide; triethylamine; B-chlorodiisopinocampheylborane; In tetrahydrofuran; dichloromethane; toluene; 3.1: Swern oxidation / 4.1: Paterson aldol reaction / 4.2: Paterson aldol reaction / 5.1: Evans-Tishchenko reduction;
DOI:10.1002/anie.201200871