Technology Process of (4R,9S)-1,2,3,4,4aβ,5,6,6aα,7,8,9,10,11,11b-Tetradecahydro-9β-hydroxy-4,9,11bα-trimethyl-8β,11aβ-methano-11aH-cyclohepta[a]naphthalene-4β-methanol
There total 18 articles about (4R,9S)-1,2,3,4,4aβ,5,6,6aα,7,8,9,10,11,11b-Tetradecahydro-9β-hydroxy-4,9,11bα-trimethyl-8β,11aβ-methano-11aH-cyclohepta[a]naphthalene-4β-methanol 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:
-
With
lithium aluminium tetrahydride;
In
tetrahydrofuran;
for 2h;
Heating;
-
-
2651-32-3,15268-99-2,15292-62-3,16981-35-4,24402-17-3
(1R,4aS,8aS,10aR)-1,4a-Dimethyl-6-oxo-1,2,3,4,4a,6,7,8,8a,9,10,10a-dodecahydro-phenanthrene-1-carboxylic acid methyl ester
- Guidance literature:
-
Multi-step reaction with 14 steps
1: 78 percent / CH2Cl2 / 2 h / -70 °C / Irradiation
2: 74 percent / diisopropylamine, 1.5 M n-butyllithium / tetrahydrofuran; hexane / 1 h / Ambient temperature
3: 90 percent / p-toluenesulfonic acid monohydrate / toluene / 5 h / Heating
4: 77 percent / OsO4, NaIO4, pyridine / dioxane; H2O / 45 h
5: NaBH4 / ethanol / 1 h
6: 60 percent / 1 M HCl / tetrahydrofuran; H2O / 3 h / Ambient temperature
7: 80 percent / 1 M HCl / tetrahydrofuran; H2O / 20.5 h / Heating
8: boron trifluoride etherate / 0.15 h / 0 °C
9: 97 percent / Raney nickel, W-2 / ethanol / 22 h
10: 106 mg / pyridine / 66.5 h / 3 °C
11: 0.5 M methylsulfinyl carbanion / dimethylsulfoxide / 1.5 h / 60 °C
12: LiAlH4 / diethyl ether / 1 h / Heating
13: 70 percent / m-chloroperbenzoic acid / benzene / 2 h / Ambient temperature
14: 63 percent / LiAlH4 / tetrahydrofuran / 2 h / Heating
With
pyridine; hydrogenchloride; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; lithium aluminium tetrahydride; n-butyllithium; methylsulfinyl carbanion; boron trifluoride diethyl etherate; toluene-4-sulfonic acid; diisopropylamine; 3-chloro-benzenecarboperoxoic acid;
nickel;
In
tetrahydrofuran; 1,4-dioxane; pyridine; diethyl ether; ethanol; hexane; dichloromethane; water; dimethyl sulfoxide; toluene; benzene;
- Guidance literature:
-
Multi-step reaction with 12 steps
1: 90 percent / p-toluenesulfonic acid monohydrate / toluene / 5 h / Heating
2: 77 percent / OsO4, NaIO4, pyridine / dioxane; H2O / 45 h
3: NaBH4 / ethanol / 1 h
4: 60 percent / 1 M HCl / tetrahydrofuran; H2O / 3 h / Ambient temperature
5: 80 percent / 1 M HCl / tetrahydrofuran; H2O / 20.5 h / Heating
6: boron trifluoride etherate / 0.15 h / 0 °C
7: 97 percent / Raney nickel, W-2 / ethanol / 22 h
8: 106 mg / pyridine / 66.5 h / 3 °C
9: 0.5 M methylsulfinyl carbanion / dimethylsulfoxide / 1.5 h / 60 °C
10: LiAlH4 / diethyl ether / 1 h / Heating
11: 70 percent / m-chloroperbenzoic acid / benzene / 2 h / Ambient temperature
12: 63 percent / LiAlH4 / tetrahydrofuran / 2 h / Heating
With
pyridine; hydrogenchloride; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; lithium aluminium tetrahydride; methylsulfinyl carbanion; boron trifluoride diethyl etherate; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid;
nickel;
In
tetrahydrofuran; 1,4-dioxane; pyridine; diethyl ether; ethanol; water; dimethyl sulfoxide; toluene; benzene;
