Technology Process of (1S,3S,6S,7S,8R,9R)-7-acetoxy-6-(4-methoxybenzyl)-3-[N-methyl-N-(4-methylphenyl)sulfonylamino]-9-[(4-nitrophenyl)sulfonyloxy]-5-azatricyclo[6.3.1.01,5]dodecan-4-one
There total 14 articles about (1S,3S,6S,7S,8R,9R)-7-acetoxy-6-(4-methoxybenzyl)-3-[N-methyl-N-(4-methylphenyl)sulfonylamino]-9-[(4-nitrophenyl)sulfonyloxy]-5-azatricyclo[6.3.1.01,5]dodecan-4-one 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
dmap; triethylamine;
In
dichloromethane;
at -20 - 0 ℃;
for 2h;
DOI:10.1021/ja016030z
- Guidance literature:
-
Multi-step reaction with 11 steps
1: 73 percent / triphenylphosphine; NEt3; pyridine / CCl4; acetonitrile / 24 h / 27 - 30 °C
2: iodobenzene diacetate; 2,2,2-trifluoroethanol / 0.5 h / 20 °C
3: 0.48 g / pyridine; DMAP / 20 °C
4: 96 percent / H2; PtO2 / ethyl acetate / 20 °C / 760.05 Torr
5: 79 percent / K2CO3 / methanol
6: 97 percent / K2CO3 / acetone; dimethylformamide
7: 77 percent / tetrapropylammonium perruthenate; 4-methylmorpholine N-oxide; 4 Angstroem molecular sieves / CH2Cl2 / 0.25 h / 20 °C
8: 44 percent / sodium methoxide; water / methanol / 0.5 h / 20 °C
9: 93 percent / pyridine; DMAP / CH2Cl2 / 3 h / 20 °C
10: 95 percent / L-Selectride / tetrahydrofuran / 5 h / -78 °C
11: 72 percent / triethylamine; DMAP / CH2Cl2 / 2 h / -20 - 0 °C
With
pyridine; dmap; platinum(IV) oxide; tetrapropylammonium perruthennate; 2,2,2-trifluoroethanol; [bis(acetoxy)iodo]benzene; 4 A molecular sieve; water; hydrogen; sodium methylate; L-Selectride; potassium carbonate; 4-methylmorpholine N-oxide; triethylamine; triphenylphosphine;
In
tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1021/ja016030z
- Guidance literature:
-
Multi-step reaction with 12 steps
1: 98 percent / aq. NaOH / 0.5 h / Heating
2: 73 percent / triphenylphosphine; NEt3; pyridine / CCl4; acetonitrile / 24 h / 27 - 30 °C
3: iodobenzene diacetate; 2,2,2-trifluoroethanol / 0.5 h / 20 °C
4: 0.48 g / pyridine; DMAP / 20 °C
5: 96 percent / H2; PtO2 / ethyl acetate / 20 °C / 760.05 Torr
6: 79 percent / K2CO3 / methanol
7: 97 percent / K2CO3 / acetone; dimethylformamide
8: 77 percent / tetrapropylammonium perruthenate; 4-methylmorpholine N-oxide; 4 Angstroem molecular sieves / CH2Cl2 / 0.25 h / 20 °C
9: 44 percent / sodium methoxide; water / methanol / 0.5 h / 20 °C
10: 93 percent / pyridine; DMAP / CH2Cl2 / 3 h / 20 °C
11: 95 percent / L-Selectride / tetrahydrofuran / 5 h / -78 °C
12: 72 percent / triethylamine; DMAP / CH2Cl2 / 2 h / -20 - 0 °C
With
pyridine; dmap; platinum(IV) oxide; sodium hydroxide; tetrapropylammonium perruthennate; 2,2,2-trifluoroethanol; [bis(acetoxy)iodo]benzene; 4 A molecular sieve; water; hydrogen; sodium methylate; L-Selectride; potassium carbonate; 4-methylmorpholine N-oxide; triethylamine; triphenylphosphine;
In
tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1021/ja016030z