Technology Process of (3S,11S,12R,13S)-13-(cyclohexylmethyl)-11,12-dihydroxy-3-<<(1,1-dimethylethoxy)carbonyl>amino>-2,6-dioxo-1,7-diazacyclotridecane
There total 12 articles about (3S,11S,12R,13S)-13-(cyclohexylmethyl)-11,12-dihydroxy-3-<<(1,1-dimethylethoxy)carbonyl>amino>-2,6-dioxo-1,7-diazacyclotridecane 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:
-
With
diphenyl phosphoryl azide; triethylamine;
In
N,N-dimethyl-formamide;
1.) 0 deg C, 2.) 7.5 deg C, 3 d, 3.) RT, 16 h;
DOI:10.1021/jm00113a005
- Guidance literature:
-
Multi-step reaction with 3 steps
1: hydroxybenzotriazole monohydrate (HOBt), 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride (EDC) / CH2Cl2 / 0 - 20 °C
2: 56 percent / H2, AcOH / 10percent Pd/C / methanol; tetrahydrofuran / 2068.6 Torr
3: 34 percent / diphenyl phosphorazidate (DPPA), Et3N / dimethylformamide / 1.) 0 deg C, 2.) 7.5 deg C, 3 d, 3.) RT, 16 h
With
diphenyl phosphoryl azide; hydrogen; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00113a005
- Guidance literature:
-
Multi-step reaction with 10 steps
1: Et3N / CH2Cl2 / 0.5 h / 0 °C
2: LiN3 / dimethylformamide / Ambient temperature
3: 992 mg / Ba(OH)2 / dioxane; H2O / Heating
4: 1 N aq. HCl / 60 - 65 °C
5: NaHCO3 / tetrahydrofuran; H2O / 4 °C
6: 44 percent / NaBH4 / methanol / 0.25 h / 0 °C
7: TFA / CH2Cl2 / Ambient temperature
8: hydroxybenzotriazole monohydrate (HOBt), 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride (EDC) / CH2Cl2 / 0 - 20 °C
9: 56 percent / H2, AcOH / 10percent Pd/C / methanol; tetrahydrofuran / 2068.6 Torr
10: 34 percent / diphenyl phosphorazidate (DPPA), Et3N / dimethylformamide / 1.) 0 deg C, 2.) 7.5 deg C, 3 d, 3.) RT, 16 h
With
hydrogenchloride; barium dihydroxide; sodium tetrahydroborate; lithium azide; diphenyl phosphoryl azide; hydrogen; sodium hydrogencarbonate; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid;
palladium on activated charcoal;
In
tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jm00113a005
