Technology Process of 5H-thiazolo[3,2-a]pyridine-3-carboxamide, N-{3-[(bis-{[(1,1-dimethylethoxy)carbonyl]amino}methylene)amino]propyl}-hexahydro-5-oxo-6-{[(phenylmethyl)sulfonyl]amino}-, (3R-(3α,6β,8aα))-(9Cl)
There total 11 articles about 5H-thiazolo[3,2-a]pyridine-3-carboxamide, N-{3-[(bis-{[(1,1-dimethylethoxy)carbonyl]amino}methylene)amino]propyl}-hexahydro-5-oxo-6-{[(phenylmethyl)sulfonyl]amino}-, (3R-(3α,6β,8aα))-(9Cl) 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 10 steps
1: Et3N / dimethylformamide / 16 h
2: 73 percent / DMAP, DCC / CH2Cl2 / 15 h / Ambient temperature
3: 48 percent / DIBAL-H / toluene; diethyl ether; CH2Cl2 / -78 - -50 °C
4: NaOAc, AcOH, H2O / ethanol / 17 h / Ambient temperature
5: benzyltrimethylammonium fluoride / dimethylformamide / 4 h / Ambient temperature
6: 1 M aq.HCl / CH2Cl2 / 4 h
7: 61 percent / NH2NH2*H2O / CHCl3; ethanol / 48 h / Ambient temperature
8: 72 percent / Et3N / CH2Cl2 / Ambient temperature
9: H2O, LiOH / methanol / 2 h / Ambient temperature
10: 1.) EDCl, HOBT / 1.) CH2Cl2, RT, 15 min, 2.) CH2Cl2, 0 deg C, 1.5 h
With
hydrogenchloride; dmap; lithium hydroxide; water; sodium acetate; trimethyl(benzyl)ammonium fluoride; diisobutylaluminium hydride; benzotriazol-1-ol; hydrazine hydrate; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; dicyclohexyl-carbodiimide;
In
methanol; diethyl ether; ethanol; dichloromethane; chloroform; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm981013e
- Guidance literature:
-
Multi-step reaction with 3 steps
1: 72 percent / Et3N / CH2Cl2 / Ambient temperature
2: H2O, LiOH / methanol / 2 h / Ambient temperature
3: 1.) EDCl, HOBT / 1.) CH2Cl2, RT, 15 min, 2.) CH2Cl2, 0 deg C, 1.5 h
With
lithium hydroxide; water; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine;
In
methanol; dichloromethane;
DOI:10.1021/jm981013e
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 73 percent / DMAP, DCC / CH2Cl2 / 15 h / Ambient temperature
2: 48 percent / DIBAL-H / toluene; diethyl ether; CH2Cl2 / -78 - -50 °C
3: NaOAc, AcOH, H2O / ethanol / 17 h / Ambient temperature
4: benzyltrimethylammonium fluoride / dimethylformamide / 4 h / Ambient temperature
5: 1 M aq.HCl / CH2Cl2 / 4 h
6: 61 percent / NH2NH2*H2O / CHCl3; ethanol / 48 h / Ambient temperature
7: 72 percent / Et3N / CH2Cl2 / Ambient temperature
8: H2O, LiOH / methanol / 2 h / Ambient temperature
9: 1.) EDCl, HOBT / 1.) CH2Cl2, RT, 15 min, 2.) CH2Cl2, 0 deg C, 1.5 h
With
hydrogenchloride; dmap; lithium hydroxide; water; sodium acetate; trimethyl(benzyl)ammonium fluoride; diisobutylaluminium hydride; benzotriazol-1-ol; hydrazine hydrate; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; dicyclohexyl-carbodiimide;
In
methanol; diethyl ether; ethanol; dichloromethane; chloroform; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm981013e
