(1R,3aS,5S,7aR)-5-cyclohexyl-α,3a-oxide-7a-methylperhydroindene-1-ethanol

Base Information

Chemical Name:(1R,3aS,5S,7aR)-5-cyclohexyl-α,3a-oxide-7a-methylperhydroindene-1-ethanol
CAS No.:392235-24-4
Molecular Formula:C₁₈H₃₀O₂
Molecular Weight:278.435
Hs Code.:

Synonyms:(1R,3aS,5S,7aR)-5-cyclohexyl-α,3a-oxide-7a-methylperhydroindene-1-ethanol

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Chemical Property of (1R,3aS,5S,7aR)-5-cyclohexyl-α,3a-oxide-7a-methylperhydroindene-1-ethanol

Chemical Property:

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Technology Process of (1R,3aS,5S,7aR)-5-cyclohexyl-α,3a-oxide-7a-methylperhydroindene-1-ethanol

There total 12 articles about (1R,3aS,5S,7aR)-5-cyclohexyl-α,3a-oxide-7a-methylperhydroindene-1-ethanol 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:

: 33879-04-8,51065-67-9
(+)-(3aS,7aS)-2,3,3a,4,7,7a-hexahydro-3a-hydroxy-7a-methyl-1H-indene-1,5(6H)-dione

: 392235-24-4
(1R,3aS,5S,7aR)-5-cyclohexyl-α,3a-oxide-7a-methylperhydroindene-1-ethanol

Guidance literature:: Multi-step reaction with 11 steps

1.1: 83 percent / oxalic acid / acetonitrile / 16 h

2.1: 77 percent / t-BuOK / 2-methyl-propan-2-ol; tetrahydrofuran / 2 h / Heating

3.1: BH₃ / tetrahydrofuran / 1 h / 20 °C

3.2: 20 percent / NaBO₃; aq. NaOH / 16 h / 20 °C

4.1: 68 percent / 1 N pTSA / acetonitrile; H₂O / 16 h

5.1: 82 percent / tetrahydrofuran; cyclohexane; diethyl ether / 1 h / -78 - 0 °C

6.1: 82 percent / Raney-Ni / ethanol; H₂O / 3 h / Heating

7.1: 100 percent / H₂ / 5percent Rh/Al₂₀₃ / methanol / 4 h / 3268.22 Torr

8.1: 100 percent / IBX / dimethylsulfoxide / 1.5 h

9.1: 45 percent / t-BuOK / 2-methyl-propan-2-ol; tetrahydrofuran / 0.67 h / 20 °C

10.1: BH₃ / tetrahydrofuran / 1 h / 20 °C

10.2: NaBO₃; aq. NaOH / 16 h / 20 °C

11.1: IBX / dimethylsulfoxide / 1 h

With borane; potassium tert-butylate; hydrogen; oxalic acid; nickel; toluene-4-sulfonic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; 5percent Rh/Al₂₀₃; In tetrahydrofuran; methanol; diethyl ether; ethanol; cyclohexane; water; dimethyl sulfoxide; acetonitrile; tert-butyl alcohol; 2.1: Wittig reaction;
DOI:10.1021/jm011001k

Reference yield:

: 591-51-5
phenyllithium

: 392235-24-4
(1R,3aS,5S,7aR)-5-cyclohexyl-α,3a-oxide-7a-methylperhydroindene-1-ethanol

Guidance literature:: Multi-step reaction with 7 steps

1.1: 82 percent / tetrahydrofuran; cyclohexane; diethyl ether / 1 h / -78 - 0 °C

2.1: 82 percent / Raney-Ni / ethanol; H₂O / 3 h / Heating

3.1: 100 percent / H₂ / 5percent Rh/Al₂₀₃ / methanol / 4 h / 3268.22 Torr

4.1: 100 percent / IBX / dimethylsulfoxide / 1.5 h

5.1: 45 percent / t-BuOK / 2-methyl-propan-2-ol; tetrahydrofuran / 0.67 h / 20 °C

6.1: BH₃ / tetrahydrofuran / 1 h / 20 °C

6.2: NaBO₃; aq. NaOH / 16 h / 20 °C

7.1: IBX / dimethylsulfoxide / 1 h

With borane; potassium tert-butylate; hydrogen; nickel; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; 5percent Rh/Al₂₀₃; In tetrahydrofuran; methanol; diethyl ether; ethanol; cyclohexane; water; dimethyl sulfoxide; tert-butyl alcohol;
DOI:10.1021/jm011001k

Reference yield:

: 178379-39-0
(1S,3aS,7aR)-1-hydroxymethyl-3a-hydroxy-7a-methyl-5-perhydroindenone

: 392235-24-4
(1R,3aS,5S,7aR)-5-cyclohexyl-α,3a-oxide-7a-methylperhydroindene-1-ethanol

Guidance literature:: Multi-step reaction with 7 steps

1.1: 82 percent / tetrahydrofuran; cyclohexane; diethyl ether / 1 h / -78 - 0 °C

2.1: 82 percent / Raney-Ni / ethanol; H₂O / 3 h / Heating

3.1: 100 percent / H₂ / 5percent Rh/Al₂₀₃ / methanol / 4 h / 3268.22 Torr

4.1: 100 percent / IBX / dimethylsulfoxide / 1.5 h

5.1: 45 percent / t-BuOK / 2-methyl-propan-2-ol; tetrahydrofuran / 0.67 h / 20 °C

6.1: BH₃ / tetrahydrofuran / 1 h / 20 °C

6.2: NaBO₃; aq. NaOH / 16 h / 20 °C

7.1: IBX / dimethylsulfoxide / 1 h

With borane; potassium tert-butylate; hydrogen; nickel; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; 5percent Rh/Al₂₀₃; In tetrahydrofuran; methanol; diethyl ether; ethanol; cyclohexane; water; dimethyl sulfoxide; tert-butyl alcohol;
DOI:10.1021/jm011001k