Technology Process of 3-(4-fluorobenzyl)-5,10-dihydroxy-9,9,12-trimethyl-9,10,11,12-tetrahydro-3H-pyridazino[4',5':3,4]pyrido[1,2-a][1,4]diazocine-4,6,13(8H)-trione
There total 16 articles about 3-(4-fluorobenzyl)-5,10-dihydroxy-9,9,12-trimethyl-9,10,11,12-tetrahydro-3H-pyridazino[4',5':3,4]pyrido[1,2-a][1,4]diazocine-4,6,13(8H)-trione 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:
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1202013-65-7
5,10-bis(benzyloxy)-3-(4-fluorobenzyl)-9,9,12-trimethyl-9,10,11,12-tetrahydro-3H-pyridazino[4',5':3,4]pyrido[1,2-a][1,4]diazocine-4,6,13(8H)-trione
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1202013-18-0
3-(4-fluorobenzyl)-5,10-dihydroxy-9,9,12-trimethyl-9,10,11,12-tetrahydro-3H-pyridazino[4',5':3,4]pyrido[1,2-a][1,4]diazocine-4,6,13(8H)-trione
- Guidance literature:
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5,10-bis(benzyloxy)-3-(4-fluorobenzyl)-9,9,12-trimethyl-9,10,11,12-tetrahydro-3H-pyridazino[4',5':3,4]pyrido[1,2-a][1,4]diazocine-4,6,13(8H)-trione;
With
boron tribromide;
In
dichloromethane;
at 0 - 20 ℃;
for 1.08333h;
With
methanol;
In
dichloromethane;
at 0 - 20 ℃;
for 0.5h;
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1202013-18-0
3-(4-fluorobenzyl)-5,10-dihydroxy-9,9,12-trimethyl-9,10,11,12-tetrahydro-3H-pyridazino[4',5':3,4]pyrido[1,2-a][1,4]diazocine-4,6,13(8H)-trione
- Guidance literature:
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Multi-step reaction with 10 steps
1.1: selenium(IV) oxide / 1,4-dioxane / 6 h / 100 °C
2.1: N-Bromosuccinimide / dichloromethane / 12 h / 20 °C
3.1: Oxone / N,N-dimethyl-formamide / 15 h / 20 °C
4.1: 4-methyl-morpholine; 1-hydroxy-7-aza-benzotriazole; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide / dichloromethane / 12 h / 20 °C
5.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.5 h / 20 °C
6.1: caesium carbonate / N,N-dimethyl-formamide / 27 h / 100 °C
7.1: cesium fluoride / bis(tri-t-butylphosphine)palladium(0) / 1,3-dioxane / 19 h / 100 °C / Inert atmosphere; Sealed tube
8.1: 2,6-dimethylpyridine; sodium periodate / osmium(VIII) oxide / tetrahydrofuran; water / 12 h / 20 °C
9.1: methanol / 0.25 h / 100 °C / Microwave irradiation
9.2: 0.33 h / 80 °C / Microwave irradiation
10.1: boron tribromide / dichloromethane / 1.08 h / 0 - 20 °C
10.2: 0.5 h / 0 - 20 °C
With
4-methyl-morpholine; 2,6-dimethylpyridine; selenium(IV) oxide; Oxone; sodium periodate; N-Bromosuccinimide; 1-hydroxy-7-aza-benzotriazole; boron tribromide; caesium carbonate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; cesium fluoride;
osmium(VIII) oxide; bis(tri-t-butylphosphine)palladium(0);
In
tetrahydrofuran; 1,3-dioxane; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide;
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1202013-18-0
3-(4-fluorobenzyl)-5,10-dihydroxy-9,9,12-trimethyl-9,10,11,12-tetrahydro-3H-pyridazino[4',5':3,4]pyrido[1,2-a][1,4]diazocine-4,6,13(8H)-trione
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: caesium carbonate / N,N-dimethyl-formamide / 12 h / 20 °C
2.1: methanol; water / 12 h / 20 °C
3.1: lithium aluminium tetrahydride / tetrahydrofuran / 36.17 h / Cooling with ice; Reflux
3.2: Cooling with ice
4.1: 4-methyl-morpholine; 1-hydroxy-7-aza-benzotriazole; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide / dichloromethane / 12 h / 20 °C
5.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.5 h / 20 °C
6.1: caesium carbonate / N,N-dimethyl-formamide / 27 h / 100 °C
7.1: cesium fluoride / bis(tri-t-butylphosphine)palladium(0) / 1,3-dioxane / 19 h / 100 °C / Inert atmosphere; Sealed tube
8.1: 2,6-dimethylpyridine; sodium periodate / osmium(VIII) oxide / tetrahydrofuran; water / 12 h / 20 °C
9.1: methanol / 0.25 h / 100 °C / Microwave irradiation
9.2: 0.33 h / 80 °C / Microwave irradiation
10.1: boron tribromide / dichloromethane / 1.08 h / 0 - 20 °C
10.2: 0.5 h / 0 - 20 °C
With
4-methyl-morpholine; 2,6-dimethylpyridine; sodium periodate; lithium aluminium tetrahydride; 1-hydroxy-7-aza-benzotriazole; boron tribromide; caesium carbonate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; cesium fluoride;
osmium(VIII) oxide; bis(tri-t-butylphosphine)palladium(0);
In
tetrahydrofuran; 1,3-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide;