3-[(4R)-4-tert-butyldimethylsilyloxy-2,6,6-trimethylcyclohex-1-enyl]propanenitrile

Base Information

Chemical Name:3-[(4R)-4-tert-butyldimethylsilyloxy-2,6,6-trimethylcyclohex-1-enyl]propanenitrile
CAS No.:408357-90-4
Molecular Formula:C₁₈H₃₃NOSi
Molecular Weight:307.552
Hs Code.:

Synonyms:3-[(4R)-4-tert-butyldimethylsilyloxy-2,6,6-trimethylcyclohex-1-enyl]propanenitrile

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Chemical Property of 3-[(4R)-4-tert-butyldimethylsilyloxy-2,6,6-trimethylcyclohex-1-enyl]propanenitrile

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Technology Process of 3-[(4R)-4-tert-butyldimethylsilyloxy-2,6,6-trimethylcyclohex-1-enyl]propanenitrile

There total 6 articles about 3-[(4R)-4-tert-butyldimethylsilyloxy-2,6,6-trimethylcyclohex-1-enyl]propanenitrile 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: 89.0%

: 151-50-8
potassium cyanide

: methanesulfonic acid 2-[4-(tert-butyl-dimethyl-silanyloxy)-2,6,6-trimethyl-cyclohex-1-enyl]-ethyl ester

: 408357-90-4
3-[(4R)-4-tert-butyldimethylsilyloxy-2,6,6-trimethylcyclohex-1-enyl]propanenitrile

Guidance literature:: With 18-crown-6 ether; In dimethyl sulfoxide; at 120 ℃; for 16h;

Reference yield:

: 130583-95-8
(4R,6R)-4-[(tert-butyldimethylsilyl)oxy]-2,2,6-trimethylcyclohexan-1-one

: 408357-90-4
3-[(4R)-4-tert-butyldimethylsilyloxy-2,6,6-trimethylcyclohex-1-enyl]propanenitrile

Guidance literature:: Multi-step reaction with 6 steps

1.1: BuLi / tetrahydrofuran; hexane / 0.5 h / 0 °C

1.2: tetrahydrofuran; hexane / 0.5 h / 0 °C

2.1: 14.56 g / aq. KOH / methanol / 1 h / 20 °C

3.1: 100 percent / (Ph₃SiO)3VO; PhCO₂H / xylene / 3.5 h / Heating

4.1: 99 percent / NaBH₄ / methanol / 0.17 h / 0 °C

5.1: 91 percent / pyridine / 1 h / 20 °C

6.1: 89 percent / 18-crown-6 / dimethylsulfoxide / 16 h / 120 °C

With pyridine; potassium hydroxide; sodium tetrahydroborate; n-butyllithium; 18-crown-6 ether; tris-(triphenylsiloxy)-vanadium oxide; benzoic acid; In tetrahydrofuran; methanol; hexane; dimethyl sulfoxide; xylene;

Reference yield:

: 245504-00-1
[(4R)-4-tert-butyldimethylsilyloxy-2,6,6-trimethylcyclohex-1-enyl]acetaldehyde

: 408357-90-4
3-[(4R)-4-tert-butyldimethylsilyloxy-2,6,6-trimethylcyclohex-1-enyl]propanenitrile

Guidance literature:: Multi-step reaction with 3 steps

1: 99 percent / NaBH₄ / methanol / 0.17 h / 0 °C

2: 91 percent / pyridine / 1 h / 20 °C

3: 89 percent / 18-crown-6 / dimethylsulfoxide / 16 h / 120 °C

With pyridine; sodium tetrahydroborate; 18-crown-6 ether; In methanol; dimethyl sulfoxide;