Technology Process of 20-(tert-Butoxycarbonyl)-5,8(S),15,18(S),16-tetrakis(benzyloxy)-4,11,14-trioxo-5,10,15,20-tetraazaeicosanoic Acid
There total 8 articles about 20-(tert-Butoxycarbonyl)-5,8(S),15,18(S),16-tetrakis(benzyloxy)-4,11,14-trioxo-5,10,15,20-tetraazaeicosanoic Acid which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 8 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
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 4 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
With
pyridine; diphenyl phosphoryl azide; triethylamine;
In
tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/jo00019a017