Technology Process of L-Glutamic acid,
N-[4-[2,4-bis[(2,2-dimethyl-1-oxopropyl)amino]-8,9-dihydropyrimido[4,5
-b][1,6]naphthyridin-7(6H)-yl]benzoyl]-, bis(1,1-dimethylethyl) ester
There total 9 articles about L-Glutamic acid,
N-[4-[2,4-bis[(2,2-dimethyl-1-oxopropyl)amino]-8,9-dihydropyrimido[4,5
-b][1,6]naphthyridin-7(6H)-yl]benzoyl]-, bis(1,1-dimethylethyl) ester 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:
-
Multi-step reaction with 9 steps
1: 73 percent / K2CO3 / dimethylsulfoxide / 7 h / 120 °C
2: 83 percent / dicyclohexylcarbodiimide, pyridine, trifluoroacetic acid / dimethylsulfoxide; benzene / 5 °C
3: 96 percent / magnesium sulfate / tetrahydrofuran / 2 h / Ambient temperature
4: Et3N / tetrahydrofuran / 1.) -30 deg C, 20 min, 2.) RT, 1 h
5: NH3 / methanol / Ambient temperature
6: 1.) KOt-Bu / 1.) DMF, RT, 1 h, 2.) 100 deg C, 5 h
7: 41 percent / Et3N / dioxane / 2 h / Heating
8: 22 percent / HCl(gas) / nitromethane / 0.5 h / 0 °C
9: 1.) Et3N, diethyl phosphorocyanidate / 1.) acetonitrile, RT, 1 h, 2.) RT, overnight
With
pyridine; hydrogenchloride; diethyl cyanophosphonate; potassium tert-butylate; ammonia; magnesium sulfate; potassium carbonate; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid;
In
tetrahydrofuran; 1,4-dioxane; methanol; nitromethane; dimethyl sulfoxide; benzene;
DOI:10.1021/jo00207a020
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 83 percent / dicyclohexylcarbodiimide, pyridine, trifluoroacetic acid / dimethylsulfoxide; benzene / 5 °C
2: 96 percent / magnesium sulfate / tetrahydrofuran / 2 h / Ambient temperature
3: Et3N / tetrahydrofuran / 1.) -30 deg C, 20 min, 2.) RT, 1 h
4: NH3 / methanol / Ambient temperature
5: 1.) KOt-Bu / 1.) DMF, RT, 1 h, 2.) 100 deg C, 5 h
6: 41 percent / Et3N / dioxane / 2 h / Heating
7: 22 percent / HCl(gas) / nitromethane / 0.5 h / 0 °C
8: 1.) Et3N, diethyl phosphorocyanidate / 1.) acetonitrile, RT, 1 h, 2.) RT, overnight
With
pyridine; hydrogenchloride; diethyl cyanophosphonate; potassium tert-butylate; ammonia; magnesium sulfate; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid;
In
tetrahydrofuran; 1,4-dioxane; methanol; nitromethane; dimethyl sulfoxide; benzene;
DOI:10.1021/jo00207a020
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 96 percent / magnesium sulfate / tetrahydrofuran / 2 h / Ambient temperature
2: Et3N / tetrahydrofuran / 1.) -30 deg C, 20 min, 2.) RT, 1 h
3: NH3 / methanol / Ambient temperature
4: 1.) KOt-Bu / 1.) DMF, RT, 1 h, 2.) 100 deg C, 5 h
5: 41 percent / Et3N / dioxane / 2 h / Heating
6: 22 percent / HCl(gas) / nitromethane / 0.5 h / 0 °C
7: 1.) Et3N, diethyl phosphorocyanidate / 1.) acetonitrile, RT, 1 h, 2.) RT, overnight
With
hydrogenchloride; diethyl cyanophosphonate; potassium tert-butylate; ammonia; magnesium sulfate; triethylamine;
In
tetrahydrofuran; 1,4-dioxane; methanol; nitromethane;
DOI:10.1021/jo00207a020