Technology Process of methyl (1R,3aS,5S,7aR)-5-cyclohexyl-3a-hydroxy-7a-methylperhydroindene-1-yl-(E)-acrylate
There total 12 articles about methyl (1R,3aS,5S,7aR)-5-cyclohexyl-3a-hydroxy-7a-methylperhydroindene-1-yl-(E)-acrylate 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:
- Guidance literature:
-
trimethyl phosphonoacetate;
With
sodium hydride;
In
tetrahydrofuran;
at 0 ℃;
for 1h;
(1S,3aS,5S,7aR)-3a-hydroxy-5-cyclohexyl-7a-methylperhydroindene-1-carboxaldehyde;
In
tetrahydrofuran;
at 20 ℃;
for 2h;
Further stages.;
DOI:10.1021/jm011001k
- Guidance literature:
-
Multi-step reaction with 9 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: NaH / tetrahydrofuran / 1 h / 0 °C
9.2: 100 percent / tetrahydrofuran / 2 h / 20 °C
With
borane; potassium tert-butylate; hydrogen; oxalic acid; nickel; sodium hydride; 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 / 9.2: Horner-Emmons reaction;
DOI:10.1021/jm011001k
- Guidance literature:
-
Multi-step reaction with 5 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: NaH / tetrahydrofuran / 1 h / 0 °C
5.2: 100 percent / tetrahydrofuran / 2 h / 20 °C
With
hydrogen; nickel; sodium hydride; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione;
5percent Rh/Al203;
In
tetrahydrofuran; methanol; diethyl ether; ethanol; cyclohexane; water; dimethyl sulfoxide;
5.2: Horner-Emmons reaction;
DOI:10.1021/jm011001k