(1R,3S,6S)-3-(tert-butyldimethylsilyloxy)-6-hydroxy-2,2,6-trimethylcyclohexaneethanol

Base Information

Chemical Name:(1R,3S,6S)-3-(tert-butyldimethylsilyloxy)-6-hydroxy-2,2,6-trimethylcyclohexaneethanol
CAS No.:124177-14-6
Molecular Formula:C₁₇H₃₆O₃Si
Molecular Weight:316.557
Hs Code.:

Synonyms:

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (1R,3S,6S)-3-(tert-butyldimethylsilyloxy)-6-hydroxy-2,2,6-trimethylcyclohexaneethanol

Chemical Property:

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Technology Process of (1R,3S,6S)-3-(tert-butyldimethylsilyloxy)-6-hydroxy-2,2,6-trimethylcyclohexaneethanol

There total 11 articles about (1R,3S,6S)-3-(tert-butyldimethylsilyloxy)-6-hydroxy-2,2,6-trimethylcyclohexaneethanol 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:

: 124177-06-6
(S)-4-(tert-butyldimethylsilyloxy)-3,3-dimethyl-1-cyclohexenecarbaldehyde

: 124177-14-6
(1R,3S,6S)-3-(tert-butyldimethylsilyloxy)-6-hydroxy-2,2,6-trimethylcyclohexaneethanol

Guidance literature:: Multi-step reaction with 7 steps

1: 100 percent / NaBH₄ / aq. ethanol; tetrahydrofuran / 1 h / 0 - 5 °C

2: 85 percent / propionic acid / 2 h / 130 - 140 °C

3: 67 percent / 46percent hydrofluoric acid / acetonitrile / 4 h / Ambient temperature

4: 79 percent / imidazole / dimethylformamide / 12 h / Ambient temperature

5: 90 percent / lithium tetrahydridoaluminate / diethyl ether / 4 h / 0 °C

6: m-chloroperbenzoic acid, NaHCO₃ / CH₂Cl₂ / 12 h / -78 deg C to room temperature

7: lithium tetrahydridoaluminate / diethyl ether / 3 h / Ambient temperature

With 1H-imidazole; sodium tetrahydroborate; lithium aluminium tetrahydride; hydrogen fluoride; sodium hydrogencarbonate; propionic acid; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

: 106540-31-2
(+)-(S)-3-(tert-butyldimethylsiloxy)-2,2-dimethylcyclohexanone

: 124177-14-6
(1R,3S,6S)-3-(tert-butyldimethylsilyloxy)-6-hydroxy-2,2,6-trimethylcyclohexaneethanol

Guidance literature:: Multi-step reaction with 11 steps

1: 1.) sodium hydride / 1.) THF, benzene, 10 min 2.) ca. 12 h, room temperature

2: p-toluenesulfonic acid / benzene / 2 h / Heating

3: NaBH₄ / aq. ethanol; tetrahydrofuran / 1.5 h / 0 - 4 °C

4: cadmium carbonate, mercuric chloride / aq. ethanol / 0.05 h / Heating

5: 100 percent / NaBH₄ / aq. ethanol; tetrahydrofuran / 1 h / 0 - 5 °C

6: 85 percent / propionic acid / 2 h / 130 - 140 °C

7: 67 percent / 46percent hydrofluoric acid / acetonitrile / 4 h / Ambient temperature

8: 79 percent / imidazole / dimethylformamide / 12 h / Ambient temperature

9: 90 percent / lithium tetrahydridoaluminate / diethyl ether / 4 h / 0 °C

10: m-chloroperbenzoic acid, NaHCO₃ / CH₂Cl₂ / 12 h / -78 deg C to room temperature

11: lithium tetrahydridoaluminate / diethyl ether / 3 h / Ambient temperature

With 1H-imidazole; sodium tetrahydroborate; lithium aluminium tetrahydride; cadmium(II) carbonate; hydrogen fluoride; sodium hydride; sodium hydrogencarbonate; toluene-4-sulfonic acid; propionic acid; 3-chloro-benzenecarboperoxoic acid; mercury dichloride; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile; benzene;

Reference yield:

: 124177-07-7
(S)-4-(tert-butyldimethylsilyloxy)-3,3-dimethyl-1-cyclohexenemethanol

: 124177-14-6
(1R,3S,6S)-3-(tert-butyldimethylsilyloxy)-6-hydroxy-2,2,6-trimethylcyclohexaneethanol

Guidance literature:: Multi-step reaction with 6 steps

1: 85 percent / propionic acid / 2 h / 130 - 140 °C

2: 67 percent / 46percent hydrofluoric acid / acetonitrile / 4 h / Ambient temperature

3: 79 percent / imidazole / dimethylformamide / 12 h / Ambient temperature

4: 90 percent / lithium tetrahydridoaluminate / diethyl ether / 4 h / 0 °C

5: m-chloroperbenzoic acid, NaHCO₃ / CH₂Cl₂ / 12 h / -78 deg C to room temperature

6: lithium tetrahydridoaluminate / diethyl ether / 3 h / Ambient temperature

With 1H-imidazole; lithium aluminium tetrahydride; hydrogen fluoride; sodium hydrogencarbonate; propionic acid; 3-chloro-benzenecarboperoxoic acid; In diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetonitrile;