Technology Process of N-<(phenyloxy)carbonyl>-6a,10a-epoxy-6-ethynyl-2-<(2-nitrobenzyl)oxy>-10-oxo-5,6,6a,7,8,9,10,10a-octahydrophenanthridine
There total 9 articles about N-<(phenyloxy)carbonyl>-6a,10a-epoxy-6-ethynyl-2-<(2-nitrobenzyl)oxy>-10-oxo-5,6,6a,7,8,9,10,10a-octahydrophenanthridine 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:
-
Multi-step reaction with 9 steps
1: 94 percent / potassium carbonate, tetra-n-butylammonium iodide / dimethylformamide / 3 h / 25 °C
2: 87 percent / m-CPBA / CH2Cl2 / 1 h / 25 °C
3: 74 percent / 1 h / 70 °C
4: 89 percent / Dowex 1*8-200 / methanol / 24 h / 60 °C
5: 95 percent / 2,6-lutidine / CH2Cl2 / 1 h / 20 °C
6: 1.) THF, from -78 deg C to 0 deg C, 2.) THF, from -78 deg C to 25 deg C, 1 h
7: 95 percent / m-CPBA / CH2Cl2 / 2 h / 25 °C
8: 88 percent / tert-butyl mercaptan, tetra-n-butylammonium fluoride (TBAF) / tetrahydrofuran / 0.5 h / 20 °C
9: 100 percent / pyridinium chlorochromate (PCC), molecular sieves 4A / CH2Cl2 / 3 h / 25 °C
With
2,6-dimethylpyridine; 4 A molecular sieve; Dowex 1*8-200; tetrabutyl ammonium fluoride; tetra-(n-butyl)ammonium iodide; potassium carbonate; 2-methylpropan-2-thiol; 3-chloro-benzenecarboperoxoic acid; pyridinium chlorochromate;
In
tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja00049a022
- Guidance literature:
-
Multi-step reaction with 10 steps
1: sodium ethanethiolate / dimethylformamide / 4 h / 160 °C
2: 94 percent / potassium carbonate, tetra-n-butylammonium iodide / dimethylformamide / 3 h / 25 °C
3: 87 percent / m-CPBA / CH2Cl2 / 1 h / 25 °C
4: 74 percent / 1 h / 70 °C
5: 89 percent / Dowex 1*8-200 / methanol / 24 h / 60 °C
6: 95 percent / 2,6-lutidine / CH2Cl2 / 1 h / 20 °C
7: 1.) THF, from -78 deg C to 0 deg C, 2.) THF, from -78 deg C to 25 deg C, 1 h
8: 95 percent / m-CPBA / CH2Cl2 / 2 h / 25 °C
9: 88 percent / tert-butyl mercaptan, tetra-n-butylammonium fluoride (TBAF) / tetrahydrofuran / 0.5 h / 20 °C
10: 100 percent / pyridinium chlorochromate (PCC), molecular sieves 4A / CH2Cl2 / 3 h / 25 °C
With
2,6-dimethylpyridine; 4 A molecular sieve; Dowex 1*8-200; tetrabutyl ammonium fluoride; tetra-(n-butyl)ammonium iodide; potassium carbonate; 2-methylpropan-2-thiol; 3-chloro-benzenecarboperoxoic acid; pyridinium chlorochromate; sodium thioethylate;
In
tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja00049a022
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 87 percent / m-CPBA / CH2Cl2 / 1 h / 25 °C
2: 74 percent / 1 h / 70 °C
3: 89 percent / Dowex 1*8-200 / methanol / 24 h / 60 °C
4: 95 percent / 2,6-lutidine / CH2Cl2 / 1 h / 20 °C
5: 1.) THF, from -78 deg C to 0 deg C, 2.) THF, from -78 deg C to 25 deg C, 1 h
6: 95 percent / m-CPBA / CH2Cl2 / 2 h / 25 °C
7: 88 percent / tert-butyl mercaptan, tetra-n-butylammonium fluoride (TBAF) / tetrahydrofuran / 0.5 h / 20 °C
8: 100 percent / pyridinium chlorochromate (PCC), molecular sieves 4A / CH2Cl2 / 3 h / 25 °C
With
2,6-dimethylpyridine; 4 A molecular sieve; Dowex 1*8-200; tetrabutyl ammonium fluoride; 2-methylpropan-2-thiol; 3-chloro-benzenecarboperoxoic acid; pyridinium chlorochromate;
In
tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/ja00049a022
