Acetic acid (1R,2R,5R,6S)-2-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-5-isopropenyl-2,6-dimethyl-cyclohexyl ester

Base Information

Chemical Name:Acetic acid (1R,2R,5R,6S)-2-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-5-isopropenyl-2,6-dimethyl-cyclohexyl ester
CAS No.:213315-08-3
Molecular Formula:C₂₁H₄₀O₃Si
Molecular Weight:368.632
Hs Code.:

Synonyms:Acetic acid (1R,2R,5R,6S)-2-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-5-isopropenyl-2,6-dimethyl-cyclohexyl ester

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Chemical Property of Acetic acid (1R,2R,5R,6S)-2-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-5-isopropenyl-2,6-dimethyl-cyclohexyl ester

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Technology Process of Acetic acid (1R,2R,5R,6S)-2-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-5-isopropenyl-2,6-dimethyl-cyclohexyl ester

There total 8 articles about Acetic acid (1R,2R,5R,6S)-2-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-5-isopropenyl-2,6-dimethyl-cyclohexyl ester 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: 90.0%

: 108-24-7
acetic anhydride

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

: 213315-08-3
Acetic acid (1R,2R,5R,6S)-2-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-5-isopropenyl-2,6-dimethyl-cyclohexyl ester

Guidance literature:: With pyridine; dmap; In dichloromethane; for 6h; Ambient temperature;
DOI:10.1016/S0040-4039(98)01148-4

Reference yield:

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

: 213315-08-3
Acetic acid (1R,2R,5R,6S)-2-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-5-isopropenyl-2,6-dimethyl-cyclohexyl ester

Guidance literature:: Multi-step reaction with 8 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

8: 90 percent / pyridine, DMAP / CH₂Cl₂ / 6 h / Ambient temperature

With pyridine; 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

: 213315-08-3
Acetic acid (1R,2R,5R,6S)-2-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-5-isopropenyl-2,6-dimethyl-cyclohexyl ester

Guidance literature:: Multi-step reaction with 7 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

7: 90 percent / pyridine, DMAP / CH₂Cl₂ / 6 h / Ambient temperature

With pyridine; 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