Technology Process of 9-[2-(Benzyloxycarbonylamino-methyl)-thiazol-4-yl]-8-fluoro-3-methyl-6-oxo-2,3-dihydro-6H-1-oxa-3a-aza-phenalene-5-carboxylic acid
There total 10 articles about 9-[2-(Benzyloxycarbonylamino-methyl)-thiazol-4-yl]-8-fluoro-3-methyl-6-oxo-2,3-dihydro-6H-1-oxa-3a-aza-phenalene-5-carboxylic acid which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 78 percent / diethyl ether / 2.5 h / -78 °C
2: 66 percent / sulfuric acid, nitric acid / 0.25 h / -5 - 5 °C
3: 1) n-butyl lithium / 1) THF, -78 deg C, 2) THF, 0 deg C, 30 min
4: 53 percent / aq. HCl / acetic acid / 48 h / 40 - 50 °C
5: 68 percent / hydrogen / Raney nickel / aq. ethanol / 19 h / 2585.7 Torr
6: 82 percent / methanol / 18 h / 30 °C
7: 63 percent / polyphosphoric ester / 2 h / 65 °C
8: 83 percent / potassium bromate, hydrobromic acid / acetic acid; H2O / 48 h / 80 °C
9: dimethylformamide; ethanol / 24 h / 80 °C
With
potassium bromate; hydrogenchloride; n-butyllithium; polyphosphoric ester; sulfuric acid; hydrogen bromide; hydrogen; nitric acid;
nickel;
In
methanol; diethyl ether; ethanol; water; acetic acid; N,N-dimethyl-formamide;
DOI:10.1002/jhet.5570240604
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 66 percent / sulfuric acid, nitric acid / 0.25 h / -5 - 5 °C
2: 1) n-butyl lithium / 1) THF, -78 deg C, 2) THF, 0 deg C, 30 min
3: 53 percent / aq. HCl / acetic acid / 48 h / 40 - 50 °C
4: 68 percent / hydrogen / Raney nickel / aq. ethanol / 19 h / 2585.7 Torr
5: 82 percent / methanol / 18 h / 30 °C
6: 63 percent / polyphosphoric ester / 2 h / 65 °C
7: 83 percent / potassium bromate, hydrobromic acid / acetic acid; H2O / 48 h / 80 °C
8: dimethylformamide; ethanol / 24 h / 80 °C
With
potassium bromate; hydrogenchloride; n-butyllithium; polyphosphoric ester; sulfuric acid; hydrogen bromide; hydrogen; nitric acid;
nickel;
In
methanol; ethanol; water; acetic acid; N,N-dimethyl-formamide;
DOI:10.1002/jhet.5570240604
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 1) n-butyl lithium / 1) THF, -78 deg C, 2) THF, 0 deg C, 30 min
2: 53 percent / aq. HCl / acetic acid / 48 h / 40 - 50 °C
3: 68 percent / hydrogen / Raney nickel / aq. ethanol / 19 h / 2585.7 Torr
4: 82 percent / methanol / 18 h / 30 °C
5: 63 percent / polyphosphoric ester / 2 h / 65 °C
6: 83 percent / potassium bromate, hydrobromic acid / acetic acid; H2O / 48 h / 80 °C
7: dimethylformamide; ethanol / 24 h / 80 °C
With
potassium bromate; hydrogenchloride; n-butyllithium; polyphosphoric ester; hydrogen bromide; hydrogen;
nickel;
In
methanol; ethanol; water; acetic acid; N,N-dimethyl-formamide;
DOI:10.1002/jhet.5570240604
