tert-butyl((1R,4R)-3-(4-isopropyl-2,3-dimethoxyphenyl)-4-((Z)-2-methoxyvinyl)-4,5,5-trimethylcyclohex-2-enyloxy)dimethylsilane

Base Information

Chemical Name:tert-butyl((1R,4R)-3-(4-isopropyl-2,3-dimethoxyphenyl)-4-((Z)-2-methoxyvinyl)-4,5,5-trimethylcyclohex-2-enyloxy)dimethylsilane
CAS No.:1445569-63-0
Molecular Formula:C₂₉H₄₈O₄Si
Molecular Weight:488.783
Hs Code.:

Synonyms:tert-butyl((1R,4R)-3-(4-isopropyl-2,3-dimethoxyphenyl)-4-((Z)-2-methoxyvinyl)-4,5,5-trimethylcyclohex-2-enyloxy)dimethylsilane

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Chemical Property of tert-butyl((1R,4R)-3-(4-isopropyl-2,3-dimethoxyphenyl)-4-((Z)-2-methoxyvinyl)-4,5,5-trimethylcyclohex-2-enyloxy)dimethylsilane

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Technology Process of tert-butyl((1R,4R)-3-(4-isopropyl-2,3-dimethoxyphenyl)-4-((Z)-2-methoxyvinyl)-4,5,5-trimethylcyclohex-2-enyloxy)dimethylsilane

There total 19 articles about tert-butyl((1R,4R)-3-(4-isopropyl-2,3-dimethoxyphenyl)-4-((Z)-2-methoxyvinyl)-4,5,5-trimethylcyclohex-2-enyloxy)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:

: 1445569-58-3
tert-butyl((R,1Z,6E)-1-iodo-1-(4-isopropyl-2,3-dimethoxyphenyl)-8-methoxy-5,5,6-trimethylocta-1,6-dien-3-yloxy)dimethylsilane

: 1445569-61-8
tert-butyl((1R,4R)-3-(4-isopropyl-2,3-dimethoxyphenyl)-4-((E)-2-methoxyvinyl)-4,5,5-trimethylcyclohex-2-enyloxy)dimethylsilane

: 1445569-63-0
tert-butyl((1R,4R)-3-(4-isopropyl-2,3-dimethoxyphenyl)-4-((Z)-2-methoxyvinyl)-4,5,5-trimethylcyclohex-2-enyloxy)dimethylsilane

: 1445569-66-3
tert-butyl(((1R,6R,7S)-1-(4-isopropyl-2,3-dimethoxyphenyl)-7-(methoxymethyl)-5,5,6-trimethylbicyclo[4.1.0]hept-2-en-3-yl)oxy)dimethylsilane

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; triethylamine; In water; N,N-dimethyl-formamide; at 80 ℃; for 30h; Temperature; Time; Reagent/catalyst; Solvent; Concentration; diastereoselective reaction;
DOI:10.1021/ol401543b

Reference yield:

: 1445569-58-3
tert-butyl((R,1Z,6E)-1-iodo-1-(4-isopropyl-2,3-dimethoxyphenyl)-8-methoxy-5,5,6-trimethylocta-1,6-dien-3-yloxy)dimethylsilane

: 1445569-61-8
tert-butyl((1R,4R)-3-(4-isopropyl-2,3-dimethoxyphenyl)-4-((E)-2-methoxyvinyl)-4,5,5-trimethylcyclohex-2-enyloxy)dimethylsilane

: 1445569-63-0
tert-butyl((1R,4R)-3-(4-isopropyl-2,3-dimethoxyphenyl)-4-((Z)-2-methoxyvinyl)-4,5,5-trimethylcyclohex-2-enyloxy)dimethylsilane

Guidance literature:: With palladium diacetate; triethylamine; tris-(o-tolyl)phosphine; In water; acetonitrile; at 100 ℃; for 30h; Overall yield = 100 %; Overall yield = 330 mg; diastereoselective reaction;
DOI:10.1021/ol401543b

Reference yield:

: 1445569-37-8
C₁₁H₁₅IO₂

: 1445569-61-8
tert-butyl((1R,4R)-3-(4-isopropyl-2,3-dimethoxyphenyl)-4-((E)-2-methoxyvinyl)-4,5,5-trimethylcyclohex-2-enyloxy)dimethylsilane

: 1445569-63-0
tert-butyl((1R,4R)-3-(4-isopropyl-2,3-dimethoxyphenyl)-4-((Z)-2-methoxyvinyl)-4,5,5-trimethylcyclohex-2-enyloxy)dimethylsilane

Guidance literature:: Multi-step reaction with 6 steps

1.1: palladium dichloride; triphenylphosphine; copper(l) iodide; diisopropylamine / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere

1.2: 12 h / Reflux; Inert atmosphere

2.1: potassium carbonate / methanol / 1 h / 20 °C / Inert atmosphere

3.1: diethylzinc / hexane; toluene / 4 h / Reflux; Inert atmosphere

3.2: 1 h / 20 °C / Inert atmosphere

3.3: 12 h / 20 °C / Inert atmosphere

4.1: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene; diethyl ether / 0 - 20 °C / Inert atmosphere

4.2: 2 h / -78 °C / Inert atmosphere

5.1: 2,6-dimethylpyridine / dichloromethane / 4 h / 0 °C / Inert atmosphere

6.1: triethylamine; palladium diacetate; tris-(o-tolyl)phosphine / acetonitrile; water / 30 h / 100 °C

With 2,6-dimethylpyridine; copper(l) iodide; diethylzinc; palladium diacetate; potassium carbonate; triethylamine; diisopropylamine; triphenylphosphine; sodium bis(2-methoxyethoxy)aluminium dihydride; tris-(o-tolyl)phosphine; palladium dichloride; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; water; toluene; acetonitrile; 1.2: |Sonogashira Cross-Coupling / 6.1: |Heck Reaction;
DOI:10.1021/ol401543b