Technology Process of 5-benzyloxy-2,3,7,8,9,9a-hexahydro-1H-1-aza-phenalen-7-ol
There total 12 articles about 5-benzyloxy-2,3,7,8,9,9a-hexahydro-1H-1-aza-phenalen-7-ol 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; toluene;
for 4h;
Heating;
DOI:10.1021/jo991162k
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: 76 percent / triethylamine / CH2Cl2 / 2 h / -78 °C
2.1: m-CPBA / CH2Cl2 / 18 h / 20 °C
3.1: 73 percent / tin tetrachloride / CH2Cl2 / 3.5 h / -20 - 0 °C
4.1: 28.1 g / tri-tert-butylphosphine / tetrahydrofuran / 1 h / 20 °C
5.1: 12.0 g / m-CPBA; aq. NaHCO3 / CH2Cl2 / 1.08 h / 0 - 20 °C
6.1: OsO4 / dioxane; H2O / 0.08 h / 20 °C
6.2: 53 percent / NaIO4 / dioxane; H2O / 3 h / 20 °C
7.1: 100 percent / LiAlH4 / diethyl ether; tetrahydrofuran / 0.5 h / 20 °C
8.1: BBr3 / CH2Cl2 / 4.5 h / -78 - 20 °C
9.1: K2CO3 / dimethylsulfoxide / 20 h / 20 °C
10.1: 92 percent / LiAlH4 / tetrahydrofuran; toluene / 4 h / Heating
With
osmium(VIII) oxide; lithium aluminium tetrahydride; tri-tert-butyl phosphine; boron tribromide; tin(IV) chloride; sodium hydrogencarbonate; potassium carbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid;
In
tetrahydrofuran; 1,4-dioxane; diethyl ether; dichloromethane; water; dimethyl sulfoxide; toluene;
1.1: Addition / 2.1: Epoxidation / 3.1: Cyclization / 4.1: Substitution / 5.1: Oxidation / 6.1: Oxidation / 6.2: Oxidation / 7.1: Reduction / 8.1: demethylation / 9.1: Alkylation / 10.1: Reduction;
DOI:10.1021/jo991162k
- Guidance literature:
-
Multi-step reaction with 11 steps
1.1: 31.6 g / sodium cyanoborohydride / acetic acid / 2 h / 20 °C
2.1: 76 percent / triethylamine / CH2Cl2 / 2 h / -78 °C
3.1: m-CPBA / CH2Cl2 / 18 h / 20 °C
4.1: 73 percent / tin tetrachloride / CH2Cl2 / 3.5 h / -20 - 0 °C
5.1: 28.1 g / tri-tert-butylphosphine / tetrahydrofuran / 1 h / 20 °C
6.1: 12.0 g / m-CPBA; aq. NaHCO3 / CH2Cl2 / 1.08 h / 0 - 20 °C
7.1: OsO4 / dioxane; H2O / 0.08 h / 20 °C
7.2: 53 percent / NaIO4 / dioxane; H2O / 3 h / 20 °C
8.1: 100 percent / LiAlH4 / diethyl ether; tetrahydrofuran / 0.5 h / 20 °C
9.1: BBr3 / CH2Cl2 / 4.5 h / -78 - 20 °C
10.1: K2CO3 / dimethylsulfoxide / 20 h / 20 °C
11.1: 92 percent / LiAlH4 / tetrahydrofuran; toluene / 4 h / Heating
With
osmium(VIII) oxide; lithium aluminium tetrahydride; tri-tert-butyl phosphine; boron tribromide; tin(IV) chloride; sodium cyanoborohydride; sodium hydrogencarbonate; potassium carbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid;
In
tetrahydrofuran; 1,4-dioxane; diethyl ether; dichloromethane; water; acetic acid; dimethyl sulfoxide; toluene;
1.1: Reduction / 2.1: Addition / 3.1: Epoxidation / 4.1: Cyclization / 5.1: Substitution / 6.1: Oxidation / 7.1: Oxidation / 7.2: Oxidation / 8.1: Reduction / 9.1: demethylation / 10.1: Alkylation / 11.1: Reduction;
DOI:10.1021/jo991162k