(1R,2R,αR,Rs)-(+)-5,5-dimethyl-2-isopropenyl-α-p-toluenesulfinylcyclohexaneacetonitrile

Base Information

Chemical Name:(1R,2R,αR,Rs)-(+)-5,5-dimethyl-2-isopropenyl-α-p-toluenesulfinylcyclohexaneacetonitrile
CAS No.:142835-85-6
Molecular Formula:C₂₀H₂₇NOS
Molecular Weight:329.506
Hs Code.:

Synonyms:(1R,2R,αR,Rs)-(+)-5,5-dimethyl-2-isopropenyl-α-p-toluenesulfinylcyclohexaneacetonitrile

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Chemical Property of (1R,2R,αR,Rs)-(+)-5,5-dimethyl-2-isopropenyl-α-p-toluenesulfinylcyclohexaneacetonitrile

Chemical Property:

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Technology Process of (1R,2R,αR,Rs)-(+)-5,5-dimethyl-2-isopropenyl-α-p-toluenesulfinylcyclohexaneacetonitrile

There total 6 articles about (1R,2R,αR,Rs)-(+)-5,5-dimethyl-2-isopropenyl-α-p-toluenesulfinylcyclohexaneacetonitrile 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:

: 63923-58-0
(R)-(+)-cyanomethyl p-tolyl sulfoxide

: 142923-89-5
(1S,2S,αS,Rs)-(+)-5,5-dimethyl-2-isopropenyl-α-p-toluenesulfinylcyclohexaneacetonitrile

: 142835-85-6
(1R,2R,αR,Rs)-(+)-5,5-dimethyl-2-isopropenyl-α-p-toluenesulfinylcyclohexaneacetonitrile

Guidance literature:: zinc(II) iodide; In toluene; for 17h; Yield given. Yields of byproduct given; Ambient temperature;
DOI:10.1016/S0040-4039(00)92084-7

Reference yield:

: 17920-90-0
3,3,7-trimethyl-oct-6-enal

: 142835-85-6
(1R,2R,αR,Rs)-(+)-5,5-dimethyl-2-isopropenyl-α-p-toluenesulfinylcyclohexaneacetonitrile

Guidance literature:: Multi-step reaction with 2 steps

1: 86 percent / piperidinium acetate, molecular sieves 4A / benzene / 24 h / Ambient temperature

2: CH₂Cl₂ / 2 h / -20 °C / diastereoselectivity, Et₂AlCl catalyzed intramolecular ene reaction, other Lewis acids, solvents, temperatures

With 4 A molecular sieve; piperdinium acetate; In dichloromethane; benzene;
DOI:10.1016/S0040-4020(01)80539-1

Reference yield:

: 1517-82-4
(-)-menthyl p-toluenesulfinate

: 142835-85-6
(1R,2R,αR,Rs)-(+)-5,5-dimethyl-2-isopropenyl-α-p-toluenesulfinylcyclohexaneacetonitrile

Guidance literature:: Multi-step reaction with 3 steps

1: 1) butyllithium / 1) THF, hexane, -78 deg C, 30 min, 2) THF, -78 deg C, 1 h

2: 86 percent / piperidinium acetate, molecular sieves 4A / benzene / 24 h / Ambient temperature

3: CH₂Cl₂ / 2 h / -20 °C / diastereoselectivity, Et₂AlCl catalyzed intramolecular ene reaction, other Lewis acids, solvents, temperatures

With n-butyllithium; 4 A molecular sieve; piperdinium acetate; In dichloromethane; benzene;
DOI:10.1016/S0040-4020(01)80539-1