(1S,2R,3R,5S,6S)-3-Chloro-6-(1H-indol-3-yl)-5-isopropenyl-2-methyl-2-vinyl-cyclohexanol

Base Information

Chemical Name:(1S,2R,3R,5S,6S)-3-Chloro-6-(1H-indol-3-yl)-5-isopropenyl-2-methyl-2-vinyl-cyclohexanol
CAS No.:154923-85-0
Molecular Formula:C₂₀H₂₄ClNO
Molecular Weight:329.87
Hs Code.:

Synonyms:(1S,2R,3R,5S,6S)-3-Chloro-6-(1H-indol-3-yl)-5-isopropenyl-2-methyl-2-vinyl-cyclohexanol

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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 (1S,2R,3R,5S,6S)-3-Chloro-6-(1H-indol-3-yl)-5-isopropenyl-2-methyl-2-vinyl-cyclohexanol

Chemical Property:

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Technology Process of (1S,2R,3R,5S,6S)-3-Chloro-6-(1H-indol-3-yl)-5-isopropenyl-2-methyl-2-vinyl-cyclohexanol

There total 6 articles about (1S,2R,3R,5S,6S)-3-Chloro-6-(1H-indol-3-yl)-5-isopropenyl-2-methyl-2-vinyl-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:

: 154923-94-1
(1R,2R,3R,5R)-3-Chloro-5-isopropenyl-2-methyl-2-vinyl-cyclohexanol

: 154923-85-0
(1S,2R,3R,5S,6S)-3-Chloro-6-(1H-indol-3-yl)-5-isopropenyl-2-methyl-2-vinyl-cyclohexanol

Guidance literature:: Multi-step reaction with 2 steps

1: 99 percent / Jones reagent / acetone / 23 °C

2: 1.) LDA, 3.) NaBH₄, 4.) Fe, AcOH

With sodium tetrahydroborate; jones reagent; iron; acetic acid; lithium diisopropyl amide; In acetone;
DOI:10.1021/ja00086a053

Reference yield:

: 154923-81-6
(3aR,4R,6R,7aR)-4-Chloro-6-isopropenyl-3a-methyl-hexahydro-benzofuran-2-one

: 154923-85-0
(1S,2R,3R,5S,6S)-3-Chloro-6-(1H-indol-3-yl)-5-isopropenyl-2-methyl-2-vinyl-cyclohexanol

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) LDA, 2.) CBr₄ / 1.) THF, -78 deg C, 2.) from -78 deg C to 23 deg C

2: DIBAL / CH₂Cl₂ / -78 °C

3: NaBH₄ / ethanol / 23 °C

4: 95 percent / Zn-Cu / ethanol / Heating

5: 99 percent / Jones reagent / acetone / 23 °C

6: 1.) LDA, 3.) NaBH₄, 4.) Fe, AcOH

With sodium tetrahydroborate; jones reagent; carbon tetrabromide; iron; copper; diisobutylaluminium hydride; acetic acid; zinc; lithium diisopropyl amide; In ethanol; dichloromethane; acetone;
DOI:10.1021/ja00086a053

Reference yield:

: (3R,3aR,4R,6R,7aR)-3-Bromo-4-chloro-6-isopropenyl-3a-methyl-octahydro-benzofuran-2-ol

: 154923-85-0
(1S,2R,3R,5S,6S)-3-Chloro-6-(1H-indol-3-yl)-5-isopropenyl-2-methyl-2-vinyl-cyclohexanol

Guidance literature:: Multi-step reaction with 4 steps

1: NaBH₄ / ethanol / 23 °C

2: 95 percent / Zn-Cu / ethanol / Heating

3: 99 percent / Jones reagent / acetone / 23 °C

4: 1.) LDA, 3.) NaBH₄, 4.) Fe, AcOH

With sodium tetrahydroborate; jones reagent; iron; copper; acetic acid; zinc; lithium diisopropyl amide; In ethanol; acetone;
DOI:10.1021/ja00086a053