Technology Process of 4-acetyl-1,2,3,4-tetrahydro-2-hydroxybenzo[f]quinolin-6-yl
tert-butyl carbonate
There total 10 articles about 4-acetyl-1,2,3,4-tetrahydro-2-hydroxybenzo[f]quinolin-6-yl
tert-butyl carbonate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 1) 4-dimethylaminopyridine, 2) Na2S2O4 / 1) CH3CN, 18 h, RT, 2) H2O, EtOAc, 24 h, RT
2: 84 percent / N-methylmorpholine N-oxide, OsO4 / acetone; H2O / 18 h / Ambient temperature
3: formic acid / 10percent Pd-C / methanol / 0.5 h / Ambient temperature
4: pyridine / 1 h
5: 75 percent / 4-dimethylaminopyridine, pyridine / 18 h / 5 °C
6: 960 mg / pyridine / 0.5 h / Ambient temperature
7: NaH / tetrahydrofuran / 1 h / Ambient temperature
With
pyridine; dmap; osmium(VIII) oxide; formic acid; sodium dithionite; sodium hydride; 4-methylmorpholine N-oxide;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; water; acetone;
DOI:10.1021/jo00049a035
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 75 percent / tetrahydrofuran; diethyl ether / 1 h / 5 °C
2: 1) 4-dimethylaminopyridine, 2) Na2S2O4 / 1) CH3CN, 18 h, RT, 2) H2O, EtOAc, 24 h, RT
3: 84 percent / N-methylmorpholine N-oxide, OsO4 / acetone; H2O / 18 h / Ambient temperature
4: formic acid / 10percent Pd-C / methanol / 0.5 h / Ambient temperature
5: pyridine / 1 h
6: 75 percent / 4-dimethylaminopyridine, pyridine / 18 h / 5 °C
7: 960 mg / pyridine / 0.5 h / Ambient temperature
8: NaH / tetrahydrofuran / 1 h / Ambient temperature
With
pyridine; dmap; osmium(VIII) oxide; formic acid; sodium dithionite; sodium hydride; 4-methylmorpholine N-oxide;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; diethyl ether; water; acetone;
DOI:10.1021/jo00049a035
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 1) 4-dimethylaminopyridine, 2) Na2S2O4 / 1) CH3CN, 18 h, RT, 2) H2O, EtOAc, 24 h, RT
2: 84 percent / N-methylmorpholine N-oxide, OsO4 / acetone; H2O / 18 h / Ambient temperature
3: formic acid / 10percent Pd-C / methanol / 0.5 h / Ambient temperature
4: pyridine / 1 h
5: 75 percent / 4-dimethylaminopyridine, pyridine / 18 h / 5 °C
6: 960 mg / pyridine / 0.5 h / Ambient temperature
7: NaH / tetrahydrofuran / 1 h / Ambient temperature
With
pyridine; dmap; osmium(VIII) oxide; formic acid; sodium dithionite; sodium hydride; 4-methylmorpholine N-oxide;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; water; acetone;
DOI:10.1021/jo00049a035
