Technology Process of (3S,3aS,8aS)-3-tert-Butoxy-3a,8-dimethyl-6-phenylsulfanyl-2,3,3a,4,6,8a-hexahydro-1H-azulen-5-one
There total 14 articles about (3S,3aS,8aS)-3-tert-Butoxy-3a,8-dimethyl-6-phenylsulfanyl-2,3,3a,4,6,8a-hexahydro-1H-azulen-5-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
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Multi-step reaction with 12 steps
1: p-TSA / benzene / Heating
2: 315 °C / flow system
3: diethyl ether; tetrahydrofuran / -75 °C
4: 90 percent formic acid / 1 h / 80 °C
5: BF3-etherate / methanol / 24 h / Ambient temperature
6: 96 percent / NaBH4 / dimethylformamide; methanol / 2 h / 1.) ice bath, 2.) room temperature
7: 1.33 g / MeI, water, CaCO3 / acetonitrile / 24 h / Ambient temperature
8: 76 percent / phosphoric acid, boron trifluoride / CH2Cl2
9: H2 / PtO2 / acetic acid / 2 h / 2482.3 Torr
10: 95 percent / NaH / 1,2-dimethoxy-ethane / 4.5 h / Heating
11: 80 percent / Ac2O, methanesulfonic acid / CH2Cl2 / 4 h / 25 °C
12: 25 percent / diazabicyclononene (DBN) / CH2Cl2 / 48 h / 25 °C
With
sodium tetrahydroborate; formic acid; methanesulfonic acid; phosphoric acid; diazabicyclononene; boron trifluoride diethyl etherate; boron trifluoride; water; hydrogen; acetic anhydride; sodium hydride; toluene-4-sulfonic acid; calcium carbonate; methyl iodide;
platinum(IV) oxide;
In
tetrahydrofuran; methanol; 1,2-dimethoxyethane; diethyl ether; dichloromethane; acetic acid; N,N-dimethyl-formamide; acetonitrile; benzene;
DOI:10.1016/0040-4020(80)80145-1
- Guidance literature:
-
Multi-step reaction with 10 steps
1: 1.) t-BuLi / 1.) pentane/ether/THF, -78 deg C, 15 min, 2.) -78 deg C, 0.5 h
2: 70 percent Chromat. / 9o percent formic acid / 1 h / 80 °C
3: BF3-etherate / methanol / 24 h / Ambient temperature
4: 96 percent / NaBH4 / dimethylformamide; methanol / 2 h / 1.) ice bath, 2.) room temperature
5: 1.33 g / MeI, water, CaCO3 / acetonitrile / 24 h / Ambient temperature
6: 76 percent / phosphoric acid, boron trifluoride / CH2Cl2
7: H2 / PtO2 / acetic acid / 2 h / 2482.3 Torr
8: 95 percent / NaH / 1,2-dimethoxy-ethane / 4.5 h / Heating
9: 80 percent / Ac2O, methanesulfonic acid / CH2Cl2 / 4 h / 25 °C
10: 25 percent / diazabicyclononene (DBN) / CH2Cl2 / 48 h / 25 °C
With
sodium tetrahydroborate; formic acid; methanesulfonic acid; phosphoric acid; diazabicyclononene; boron trifluoride diethyl etherate; boron trifluoride; water; hydrogen; tert.-butyl lithium; acetic anhydride; sodium hydride; calcium carbonate; methyl iodide;
platinum(IV) oxide;
In
methanol; 1,2-dimethoxyethane; dichloromethane; acetic acid; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/0040-4020(80)80145-1
