Technology Process of (4aR,4bS,7S,8aR,10aR)-7-Benzyloxy-4b,8,8,10a-tetramethyl-1-phenylsulfanyl-dodecahydro-phenanthren-2-one
There total 9 articles about (4aR,4bS,7S,8aR,10aR)-7-Benzyloxy-4b,8,8,10a-tetramethyl-1-phenylsulfanyl-dodecahydro-phenanthren-2-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 8 steps
1: NaBH4 / methanol / -78 °C
2: NaH / dimethylformamide / 2 h / 25 °C
3: 1.) BH3, 2.) pyridinium chlorochromate (PCC) / 1.) THF, 24 deg C, 4 h, 2.) CH2Cl2, 1.5 h
4: tetrahydrofuran / 2 h / 0 - 24 °C
5: hexamethylphosphoric acid triamide / 1 h / 210 °C
6: 1.) BH3 / 1.) THF, 15 deg C, 12 h, 2.) PhMe, 12 atm, 6 h
7: tetrahydrofuran / 3 h / -10 °C
8: SiO2
With
sodium tetrahydroborate; borane; silica gel; sodium hydride; pyridinium chlorochromate;
In
tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; N,N-dimethyl-formamide;
DOI:10.1021/ja00077a073
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 3-tert-butyl-4-hydroxy-5-methylphenyl sulfide (BMPS) / 3 h / 350 °C / 40 Torr
2: NaBH4 / methanol / -78 °C
3: NaH / dimethylformamide / 2 h / 25 °C
4: 1.) BH3, 2.) pyridinium chlorochromate (PCC) / 1.) THF, 24 deg C, 4 h, 2.) CH2Cl2, 1.5 h
5: tetrahydrofuran / 2 h / 0 - 24 °C
6: hexamethylphosphoric acid triamide / 1 h / 210 °C
7: 1.) BH3 / 1.) THF, 15 deg C, 12 h, 2.) PhMe, 12 atm, 6 h
8: tetrahydrofuran / 3 h / -10 °C
9: SiO2
With
sodium tetrahydroborate; 6,6'-di-tert-butyl-4,4'-thiodi-o-cresol; borane; silica gel; sodium hydride; pyridinium chlorochromate;
In
tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; N,N-dimethyl-formamide;
DOI:10.1021/ja00077a073
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151702-19-1
(3S,4aR,8aS)-3-Benzyloxy-4,4,7,8a-tetramethyl-8-vinyl-1,2,3,4,4a,5,6,8a-octahydro-naphthalene
- Guidance literature:
-
Multi-step reaction with 3 steps
1: 1.) BH3 / 1.) THF, 15 deg C, 12 h, 2.) PhMe, 12 atm, 6 h
2: tetrahydrofuran / 3 h / -10 °C
3: SiO2
With
borane; silica gel;
In
tetrahydrofuran;
DOI:10.1021/ja00077a073