Technology Process of 1,8(S),11,18(S)-Tetrakis(benzyloxy)-1,6,11,16-tetraazacycloeicosane-2,5,12,15-tetrone
There total 10 articles about 1,8(S),11,18(S)-Tetrakis(benzyloxy)-1,6,11,16-tetraazacycloeicosane-2,5,12,15-tetrone 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;
at 0 - 7.5 ℃;
for 110h;
DOI:10.1021/jo00019a017
- Guidance literature:
-
Multi-step reaction with 10 steps
1: 1.) NaH / 1.) DMF, room temperature, 15 min, 2.) 0 deg C to room temperature, several h
2: 1.) NaH / 1.) DMF, room temperature, 1 h, 2.) 70-80 deg C, 18 h
3: 85 percent / K2CO3, H2O / methanol / 1.5 h / Heating
4: 3.4 g / trifluoroacetic acid / CH2Cl2 / 0.25 h / Ambient temperature
5: 3.06 g / tetrahydrofuran / 17 h / 0 deg C to r.t.
6: 65 percent / pyridine / 2 h / 80 °C
7: 91 percent / diphenyl phosphorazidate, NEt3 / dimethylformamide / 1.) 0-15 deg C, 10 h, 2.) room temperature 1-2 d
8: 85 percent / pyridine / 2 h / 80 °C
9: 1.59 g / CH2Cl2 / 0.88 h / Ambient temperature
10: 66 percent / NEt3, diphenyl phosphorazidate / dimethylformamide / 110 h / 0 - 7.5 °C
With
pyridine; diphenyl phosphoryl azide; water; sodium hydride; potassium carbonate; triethylamine; trifluoroacetic acid;
In
tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00019a017
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 3.06 g / tetrahydrofuran / 17 h / 0 deg C to r.t.
2: 65 percent / pyridine / 2 h / 80 °C
3: 91 percent / diphenyl phosphorazidate, NEt3 / dimethylformamide / 1.) 0-15 deg C, 10 h, 2.) room temperature 1-2 d
4: 85 percent / pyridine / 2 h / 80 °C
5: 1.59 g / CH2Cl2 / 0.88 h / Ambient temperature
6: 66 percent / NEt3, diphenyl phosphorazidate / dimethylformamide / 110 h / 0 - 7.5 °C
With
pyridine; diphenyl phosphoryl azide; triethylamine;
In
tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00019a017
![N-((S)-4-{3-[((S)-4-Amino-3-benzyloxy-butyl)-benzyloxy-carbamoyl]-propionylamino}-3-benzyloxy-butyl)-N-benzyloxy-succinamic acid; compound with trifluoro-acetic acid](/Databaselist/images/loading.webp)
