{(1R,2R,6R)-2-[(2R)-2-(tert-butyl(diphenyl)silanyloxy)pent-4-enyl]-6-isopropyl-3-methylcyclohex-3-enyl}acetonitrile

Base Information

Chemical Name:{(1R,2R,6R)-2-[(2R)-2-(tert-butyl(diphenyl)silanyloxy)pent-4-enyl]-6-isopropyl-3-methylcyclohex-3-enyl}acetonitrile
CAS No.:402827-45-6
Molecular Formula:C₃₃H₄₅NOSi
Molecular Weight:499.812
Hs Code.:

Synonyms:{(1R,2R,6R)-2-[(2R)-2-(tert-butyl(diphenyl)silanyloxy)pent-4-enyl]-6-isopropyl-3-methylcyclohex-3-enyl}acetonitrile

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Chemical Property of {(1R,2R,6R)-2-[(2R)-2-(tert-butyl(diphenyl)silanyloxy)pent-4-enyl]-6-isopropyl-3-methylcyclohex-3-enyl}acetonitrile

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Technology Process of {(1R,2R,6R)-2-[(2R)-2-(tert-butyl(diphenyl)silanyloxy)pent-4-enyl]-6-isopropyl-3-methylcyclohex-3-enyl}acetonitrile

There total 7 articles about {(1R,2R,6R)-2-[(2R)-2-(tert-butyl(diphenyl)silanyloxy)pent-4-enyl]-6-isopropyl-3-methylcyclohex-3-enyl}acetonitrile 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: 95.0%

: 151-50-8
potassium cyanide

: 402827-43-4
methanesulfonic acid {(1R,2R,6R)-2-[(2R)-2-(tert-butyl(diphenyl)silanyloxy)pent-4-enyl]-6-isopropyl-3-methylcyclohex-3-enyl}methyl ester

: 402827-45-6
{(1R,2R,6R)-2-[(2R)-2-(tert-butyl(diphenyl)silanyloxy)pent-4-enyl]-6-isopropyl-3-methylcyclohex-3-enyl}acetonitrile

Guidance literature:: With 18-crown-6 ether; In acetonitrile; at 80 ℃; for 5h;
DOI:10.1016/S0040-4039(01)02045-7

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 402827-45-6
{(1R,2R,6R)-2-[(2R)-2-(tert-butyl(diphenyl)silanyloxy)pent-4-enyl]-6-isopropyl-3-methylcyclohex-3-enyl}acetonitrile

Guidance literature:: Multi-step reaction with 5 steps

1: 100 percent / imidazole / CH₂Cl₂ / 0 - 20 °C

2: 99 percent / AcOH / H₂O; tetrahydrofuran / 21 h / 20 °C

3: 98 percent / NaBH₄ / ethanol / 0.25 h / 20 °C

4: 100 percent / Et₃N / CH₂Cl₂ / 2 h / 0 - 20 °C

5: 95 percent / 18-crown-6 / acetonitrile / 6 h / 80 °C

With 1H-imidazole; sodium tetrahydroborate; 18-crown-6 ether; acetic acid; triethylamine; In tetrahydrofuran; ethanol; dichloromethane; water; acetonitrile;
DOI:10.1016/j.tet.2003.08.057

Reference yield:

: 221290-57-9
[(1R,5R,6R)-6-dimethoxymethyl-5-isopropyl-2-methyl-cyclohex-2-enyl]-acetaldehyde

: 402827-45-6
{(1R,2R,6R)-2-[(2R)-2-(tert-butyl(diphenyl)silanyloxy)pent-4-enyl]-6-isopropyl-3-methylcyclohex-3-enyl}acetonitrile

Guidance literature:: Multi-step reaction with 6 steps

1.1: ¹Ipc₂BOMe / diethyl ether; tetrahydrofuran / 1 h / 20 °C

1.2: diethyl ether; tetrahydrofuran / 6 h / -78 °C

1.3: 77 percent / H₂O₂; NaOH / H₂O; tetrahydrofuran; diethyl ether / 15 h / 20 °C

2.1: 100 percent / imidazole / CH₂Cl₂ / 0 - 20 °C

3.1: 99 percent / AcOH / H₂O; tetrahydrofuran / 21 h / 20 °C

4.1: 98 percent / NaBH₄ / ethanol / 0.25 h / 20 °C

5.1: 100 percent / Et₃N / CH₂Cl₂ / 2 h / 0 - 20 °C

6.1: 95 percent / 18-crown-6 / acetonitrile / 6 h / 80 °C

With 1H-imidazole; sodium tetrahydroborate; 18-crown-6 ether; acetic acid; triethylamine; (-)-B-methoxy-diisopinocamphenylborane; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; water; acetonitrile; 1.2: Brown allylation;
DOI:10.1016/j.tet.2003.08.057