Technology Process of 3β-phenylselenyl-4α-hydroxy-5,7,11αH,8βH-guai-1(10)-en-8,12-olide
There total 12 articles about 3β-phenylselenyl-4α-hydroxy-5,7,11αH,8βH-guai-1(10)-en-8,12-olide 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
titanium(IV) isopropylate; acetic acid;
In
dichloromethane; N,N-dimethyl-formamide;
for 7h;
DOI:10.1021/jo991756n
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: 90 percent / DMAP / pyridine / 3 h / 20 °C
2.1: 54 percent / 9 h / Irradiation
3.1: 74 percent / H2 / Pd/C / ethanol / 2.5 h
4.1: 56 percent / NaBH4 / methanol / 0.33 h / 0 °C
5.1: Et3N / CH2Cl2 / 3 h / 0 °C
6.1: 178 mg / Li2CO3 / dimethylformamide / 2 h / 100 °C
7.1: KOH / methanol / 2 h / 20 °C
7.2: 98 percent / 2M HCl
8.1: 53 percent / magnesium monoperphthalate / methanol / 5 h / 20 °C
9.1: 66 percent / Tf2O; pyridine / CH2Cl2 / 29 h / 20 °C
10.1: 81 percent / AcOH; Ti(i-PrO)4 / dimethylformamide; CH2Cl2 / 7 h
With
pyridine; titanium(IV) isopropylate; dmap; potassium hydroxide; sodium tetrahydroborate; trifluoromethylsulfonic anhydride; hydrogen; lithium carbonate; magnesium monoperoxyphthalate hexahydrate; acetic acid; triethylamine;
palladium on activated charcoal;
In
pyridine; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;
1.1: Acetylation / 2.1: Acetoxylation / 3.1: Catalytic hydrogenation / 4.1: Reduction / 5.1: Substitution / 6.1: Elimination / 7.1: Hydrolysis / 7.2: lactonization / 8.1: Epoxidation / 9.1: Elimination / 10.1: Ring cleavage;
DOI:10.1021/jo991756n
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: 54 percent / 9 h / Irradiation
2.1: 74 percent / H2 / Pd/C / ethanol / 2.5 h
3.1: 56 percent / NaBH4 / methanol / 0.33 h / 0 °C
4.1: Et3N / CH2Cl2 / 3 h / 0 °C
5.1: 178 mg / Li2CO3 / dimethylformamide / 2 h / 100 °C
6.1: KOH / methanol / 2 h / 20 °C
6.2: 98 percent / 2M HCl
7.1: 53 percent / magnesium monoperphthalate / methanol / 5 h / 20 °C
8.1: 66 percent / Tf2O; pyridine / CH2Cl2 / 29 h / 20 °C
9.1: 81 percent / AcOH; Ti(i-PrO)4 / dimethylformamide; CH2Cl2 / 7 h
With
pyridine; titanium(IV) isopropylate; potassium hydroxide; sodium tetrahydroborate; trifluoromethylsulfonic anhydride; hydrogen; lithium carbonate; magnesium monoperoxyphthalate hexahydrate; acetic acid; triethylamine;
palladium on activated charcoal;
In
methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;
1.1: Acetoxylation / 2.1: Catalytic hydrogenation / 3.1: Reduction / 4.1: Substitution / 5.1: Elimination / 6.1: Hydrolysis / 6.2: lactonization / 7.1: Epoxidation / 8.1: Elimination / 9.1: Ring cleavage;
DOI:10.1021/jo991756n
