Technology Process of 6-amino-7-hydroxy-3-methoxy-2-[1-(toluene-4-sulfonyl)-1H-indol-3-yl]-11-triisopropylsilanyloxy-10,11-dihydro-benzo[4,5]cyclohepta[1,2-b]pyrazin-5-one
There total 11 articles about 6-amino-7-hydroxy-3-methoxy-2-[1-(toluene-4-sulfonyl)-1H-indol-3-yl]-11-triisopropylsilanyloxy-10,11-dihydro-benzo[4,5]cyclohepta[1,2-b]pyrazin-5-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
2,6-dimethylpyridine; hydrogenchloride; trimethylsilyl trifluoromethanesulfonate;
In
tetrahydrofuran; dichloromethane;
for 2h;
DOI:10.1021/ol0617547
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: 86 percent / imidazole / dimethylformamide / 16 h / 40 °C
2.1: 85 percent / LiCl; CuCl / Pd(PPh3)4 / dimethylsulfoxide / 0.5 h / 20 °C
3.1: 82 percent / NaOAc / Pd(PPh3)4 / dimethylformamide / 2 h / 150 °C
4.1: 80 percent / N-methylmorpholine-N-oxide; OsO4; NaIO4 / tetrahydrofuran; H2O / 20 h / 20 °C
5.1: Pd(OAc)2 / acetonitrile / 20 h / 20 °C
6.1: 917 mg / LiHMDS / tetrahydrofuran / -78 - -50 °C
7.1: 86 percent / iodine / CCl4; pyridine / 24 h / 20 °C
8.1: 71 percent / LiCl; CuCl / Pd(PPh3)4 / dimethylsulfoxide / 0.5 h / 20 °C
9.1: toluene-d8 / 2 h / 110 °C
9.2: 72 percent / DDQ / 2 h / 20 °C
10.1: 69 percent / 2,6-lutidine; TMSTOf; aq. HCl / CH2Cl2; tetrahydrofuran / 2 h
With
1H-imidazole; 2,6-dimethylpyridine; hydrogenchloride; sodium periodate; osmium(VIII) oxide; trimethylsilyl trifluoromethanesulfonate; iodine; sodium acetate; 4-methylmorpholine N-oxide; copper(l) chloride; lithium chloride; lithium hexamethyldisilazane;
palladium diacetate; tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; pyridine; tetrachloromethane; dichloromethane; (2)H8-toluene; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile;
2.1: Stille coupling reaction / 3.1: Heck reaction / 4.1: Saegusa oxidation / 5.1: Saegusa oxidation / 8.1: Stille coupling reaction;
DOI:10.1021/ol0617547
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: 85 percent / LiCl; CuCl / Pd(PPh3)4 / dimethylsulfoxide / 0.5 h / 20 °C
2.1: 82 percent / NaOAc / Pd(PPh3)4 / dimethylformamide / 2 h / 150 °C
3.1: 80 percent / N-methylmorpholine-N-oxide; OsO4; NaIO4 / tetrahydrofuran; H2O / 20 h / 20 °C
4.1: Pd(OAc)2 / acetonitrile / 20 h / 20 °C
5.1: 917 mg / LiHMDS / tetrahydrofuran / -78 - -50 °C
6.1: 86 percent / iodine / CCl4; pyridine / 24 h / 20 °C
7.1: 71 percent / LiCl; CuCl / Pd(PPh3)4 / dimethylsulfoxide / 0.5 h / 20 °C
8.1: toluene-d8 / 2 h / 110 °C
8.2: 72 percent / DDQ / 2 h / 20 °C
9.1: 69 percent / 2,6-lutidine; TMSTOf; aq. HCl / CH2Cl2; tetrahydrofuran / 2 h
With
2,6-dimethylpyridine; hydrogenchloride; sodium periodate; osmium(VIII) oxide; trimethylsilyl trifluoromethanesulfonate; iodine; sodium acetate; 4-methylmorpholine N-oxide; copper(l) chloride; lithium chloride; lithium hexamethyldisilazane;
palladium diacetate; tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; pyridine; tetrachloromethane; dichloromethane; (2)H8-toluene; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile;
1.1: Stille coupling reaction / 2.1: Heck reaction / 3.1: Saegusa oxidation / 4.1: Saegusa oxidation / 7.1: Stille coupling reaction;
DOI:10.1021/ol0617547
