Technology Process of [1,1-Dimethyl-2-((R)-1-{2'-[(3-methyl-ureido)-methyl]-biphenyl-4-ylmethyl}-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepin-3-ylcarbamoyl)-ethyl]-carbamic acid benzyl ester
There total 13 articles about [1,1-Dimethyl-2-((R)-1-{2'-[(3-methyl-ureido)-methyl]-biphenyl-4-ylmethyl}-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepin-3-ylcarbamoyl)-ethyl]-carbamic acid benzyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 4 steps
1: 1.) conc. H2SO4, 2.) Et3N, diphenylphosphoryl azide
2: 99 percent / 2N aq. NaOH / methanol / 16 h / Ambient temperature
3: 94 percent / Et3N, benzotriazol-1-yloxytripyrrolidinophosphonium hexafluorophosphate / CH2Cl2 / 2 h / Ambient temperature
4: 1.) NaH / 1.) DMF, 15 min, 2.) DMF, 0 deg C, 15 min
With
sodium hydroxide; sulfuric acid; diphenylphosphoranyl azide; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; sodium hydride; triethylamine;
In
methanol; dichloromethane;
DOI:10.1021/jm970816j
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 1.) Et3N / 1.) methylene chloride, 0 deg C, 5 min, 2.) methylene chloride, 2 h
2: 100 percent / 5N aq. NaOH, Pd(PPh3)4 / benzene; propan-2-ol / 2 h / Heating
3: 92 percent / Bu4NF / tetrahydrofuran / 2 h / Ambient temperature
4: Et3N / CH2Cl2 / 1 h / Ambient temperature
5: anisole / CH2Cl2 / 1.5 h / Ambient temperature
6: CH2Cl2 / 0.5 h / Ambient temperature
7: 95 percent / LiOH / tetrahydrofuran; H2O / 16 h / Ambient temperature
8: 100 percent / Et3N / CH2Cl2; dimethylformamide / 0.5 h / 0 °C
9: 1.) NaH / 1.) DMF, 15 min, 2.) DMF, 0 deg C, 15 min
With
lithium hydroxide; sodium hydroxide; tetrakis(triphenylphosphine) palladium(0); tetrabutyl ammonium fluoride; sodium hydride; methoxybenzene; triethylamine;
In
tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol; benzene;
DOI:10.1021/jm970816j
- Guidance literature:
-
Multi-step reaction with 2 steps
1: 94 percent / Et3N, benzotriazol-1-yloxytripyrrolidinophosphonium hexafluorophosphate / CH2Cl2 / 2 h / Ambient temperature
2: 1.) NaH / 1.) DMF, 15 min, 2.) DMF, 0 deg C, 15 min
With
benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; sodium hydride; triethylamine;
In
dichloromethane;
DOI:10.1021/jm970816j