Technology Process of 13-Hydroxymethyl-11-oxo-3,9,12-triaza-tricyclo[6.6.1.04,15]pentadeca-1,4(15),5,7-tetraene-9-carboxylic acid 4-nitro-benzyl ester
There total 14 articles about 13-Hydroxymethyl-11-oxo-3,9,12-triaza-tricyclo[6.6.1.04,15]pentadeca-1,4(15),5,7-tetraene-9-carboxylic acid 4-nitro-benzyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
sodium hydrogencarbonate;
In
water;
at 80 ℃;
for 0.25h;
DOI:10.1248/cpb.30.3457
- Guidance literature:
-
Multi-step reaction with 11 steps
1: SOCl2 / 0 deg C, 1 h, 60 deg C, 3 h
2: HCl / ethanol / 48 h
3: NaHCO3 / dioxane; H2O / 40 h / 45 °C
4: 100 percent / lithium borohydride / tetrahydrofuran / 2 h / Ambient temperature
5: 87 percent / H2 / Pd-charcoal / ethanol
6: 72 percent / NaHCO3 / ethanol / 1 h / Heating
7: 95 percent / NaHCO3 / diethyl ether; H2O / 3 h / Ambient temperature
8: 98 percent / 2N KOH / methanol
9: 74 percent / DCC / acetonitrile / 2 h / Ambient temperature
10: CF3COOH / CH2Cl2 / 0.5 h / 0 °C
11: NaHCO3 / H2O / 0.25 h / 80 °C
With
hydrogenchloride; potassium hydroxide; lithium borohydride; thionyl chloride; hydrogen; sodium hydrogencarbonate; dicyclohexyl-carbodiimide; trifluoroacetic acid;
palladium on activated charcoal;
In
tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; ethanol; dichloromethane; water; acetonitrile;
DOI:10.1248/cpb.30.3457
- Guidance literature:
-
Multi-step reaction with 14 steps
1: 51 percent / ethyl iodide, sodium ethoxide / ethanol / 7 h / Heating
2: aq. NaOH / 1.5 h / Heating
3: H2O / 1 h / Heating
4: SOCl2 / 0 deg C, 1 h, 60 deg C, 3 h
5: HCl / ethanol / 48 h
6: NaHCO3 / dioxane; H2O / 40 h / 45 °C
7: 100 percent / lithium borohydride / tetrahydrofuran / 2 h / Ambient temperature
8: 87 percent / H2 / Pd-charcoal / ethanol
9: 72 percent / NaHCO3 / ethanol / 1 h / Heating
10: 95 percent / NaHCO3 / diethyl ether; H2O / 3 h / Ambient temperature
11: 98 percent / 2N KOH / methanol
12: 74 percent / DCC / acetonitrile / 2 h / Ambient temperature
13: CF3COOH / CH2Cl2 / 0.5 h / 0 °C
14: NaHCO3 / H2O / 0.25 h / 80 °C
With
hydrogenchloride; potassium hydroxide; lithium borohydride; thionyl chloride; hydrogen; sodium ethanolate; sodium hydrogencarbonate; ethyl iodide; dicyclohexyl-carbodiimide; trifluoroacetic acid;
palladium on activated charcoal;
In
tetrahydrofuran; 1,4-dioxane; methanol; sodium hydroxide; diethyl ether; ethanol; dichloromethane; water; acetonitrile;
DOI:10.1248/cpb.30.3457
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