Technology Process of (1S,3aS,5S,7aR)-5-(4-cis-tert-butyldimethylsilyloxycyclohexyl)-3a-hydroxy-7a-methylperhydroindene-1-carboxaldehyde
There total 11 articles about (1S,3aS,5S,7aR)-5-(4-cis-tert-butyldimethylsilyloxycyclohexyl)-3a-hydroxy-7a-methylperhydroindene-1-carboxaldehyde which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: n-butyllithium / hexane / 4 h / 20 °C
1.2: 43 percent / hexane; tetrahydrofuran / 1.5 h / -78 °C
2.1: 53 percent / Ranye-Ni / ethanol / 8 h / Heating
3.1: 50 percent / H2 / 5percent Rh/Al2O3 / methanol / 24 h / 3268.22 Torr
4.1: IBX / dimethylsulfoxide / 1.5 h
With
n-butyllithium; Ranye-Ni; hydrogen; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione;
5percent Rh/Al2O3;
In
methanol; ethanol; hexane; dimethyl sulfoxide;
DOI:10.1021/jm011001k
- Guidance literature:
-
Multi-step reaction with 8 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: n-butyllithium / hexane / 4 h / 20 °C
5.2: 43 percent / hexane; tetrahydrofuran / 1.5 h / -78 °C
6.1: 53 percent / Ranye-Ni / ethanol / 8 h / Heating
7.1: 50 percent / H2 / 5percent Rh/Al2O3 / methanol / 24 h / 3268.22 Torr
8.1: IBX / dimethylsulfoxide / 1.5 h
With
n-butyllithium; Ranye-Ni; borane; potassium tert-butylate; hydrogen; oxalic acid; toluene-4-sulfonic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione;
5percent Rh/Al2O3;
In
tetrahydrofuran; methanol; ethanol; hexane; water; dimethyl sulfoxide; acetonitrile; tert-butyl alcohol;
2.1: Wittig reaction;
DOI:10.1021/jm011001k
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: n-butyllithium / hexane / 4 h / 20 °C
1.2: 43 percent / hexane; tetrahydrofuran / 1.5 h / -78 °C
2.1: 53 percent / Ranye-Ni / ethanol / 8 h / Heating
3.1: 50 percent / H2 / 5percent Rh/Al2O3 / methanol / 24 h / 3268.22 Torr
4.1: IBX / dimethylsulfoxide / 1.5 h
With
n-butyllithium; Ranye-Ni; hydrogen; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione;
5percent Rh/Al2O3;
In
methanol; ethanol; hexane; dimethyl sulfoxide;
DOI:10.1021/jm011001k
