(1R,2R,5R,6S)-2-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-5-isopropenyl-2,6-dimethyl-cyclohexanol

Base Information

Chemical Name:(1R,2R,5R,6S)-2-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-5-isopropenyl-2,6-dimethyl-cyclohexanol
CAS No.:213315-07-2
Molecular Formula:C₁₉H₃₈O₂Si
Molecular Weight:326.595
Hs Code.:

Synonyms:(1R,2R,5R,6S)-2-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-5-isopropenyl-2,6-dimethyl-cyclohexanol

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Chemical Property of (1R,2R,5R,6S)-2-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-5-isopropenyl-2,6-dimethyl-cyclohexanol

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Technology Process of (1R,2R,5R,6S)-2-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-5-isopropenyl-2,6-dimethyl-cyclohexanol

There total 7 articles about (1R,2R,5R,6S)-2-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-5-isopropenyl-2,6-dimethyl-cyclohexanol 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%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 213315-06-1
(1R,2R,5R,6S)-2-(2-Hydroxy-ethyl)-5-isopropenyl-2,6-dimethyl-cyclohexanol

: 213315-07-2
(1R,2R,5R,6S)-2-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-5-isopropenyl-2,6-dimethyl-cyclohexanol

Guidance literature:: With 1H-imidazole; dmap; In dichloromethane; for 15h; Ambient temperature;
DOI:10.1016/S0040-4039(98)01148-4

Reference yield:

: 6485-40-1,2244-16-8
(R)-Carvone

: 213315-07-2
(1R,2R,5R,6S)-2-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-5-isopropenyl-2,6-dimethyl-cyclohexanol

Guidance literature:: Multi-step reaction with 7 steps

1: LDA / tetrahydrofuran

2: 100 percent / LAH / diethyl ether / 2 h / -78 °C

3: 80 percent / NBS / CH₂Cl₂ / 2 h / -50 °C

4: 65 percent / Bu₃SnCl, NaCNBH₃, AIBN / 2-methyl-propan-2-ol / 6 h / Heating

5: 90 percent / Jones reagent / acetone / 0.07 h / sonication

6: 98 percent / LAH / diethyl ether / 2 h / -78 °C

7: 95 percent / imidazole, DMAP / CH₂Cl₂ / 15 h / Ambient temperature

With 1H-imidazole; dmap; N-Bromosuccinimide; lithium aluminium tetrahydride; jones reagent; 2,2'-azobis(isobutyronitrile); tributyltin chloride; sodium cyanoborohydride; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; dichloromethane; acetone; tert-butyl alcohol;
DOI:10.1016/S0040-4039(98)01148-4

Reference yield:

: 91781-46-3
(6S,5R)-2,6-dimethyl-5-(1-methylethenyl)-2-cyclohexen-1-one

: 213315-07-2
(1R,2R,5R,6S)-2-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-5-isopropenyl-2,6-dimethyl-cyclohexanol

Guidance literature:: Multi-step reaction with 6 steps

1: 100 percent / LAH / diethyl ether / 2 h / -78 °C

2: 80 percent / NBS / CH₂Cl₂ / 2 h / -50 °C

3: 65 percent / Bu₃SnCl, NaCNBH₃, AIBN / 2-methyl-propan-2-ol / 6 h / Heating

4: 90 percent / Jones reagent / acetone / 0.07 h / sonication

5: 98 percent / LAH / diethyl ether / 2 h / -78 °C

6: 95 percent / imidazole, DMAP / CH₂Cl₂ / 15 h / Ambient temperature

With 1H-imidazole; dmap; N-Bromosuccinimide; lithium aluminium tetrahydride; jones reagent; 2,2'-azobis(isobutyronitrile); tributyltin chloride; sodium cyanoborohydride; In diethyl ether; dichloromethane; acetone; tert-butyl alcohol;
DOI:10.1016/S0040-4039(98)01148-4