Technology Process of <11(2S)>-N-<4-<(tert-butoxycarbonyl)amino>butyl>-N-(3-hydroxypropyl)-11-<2-piperidyl>-9-undecenamide
There total 14 articles about <11(2S)>-N-<4-<(tert-butoxycarbonyl)amino>butyl>-N-(3-hydroxypropyl)-11-<2-piperidyl>-9-undecenamide 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
tetrabutyl ammonium fluoride;
In
tetrahydrofuran;
Ambient temperature;
DOI:10.1039/c39950001015
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 69 percent / toluene / 14 h / Heating
2: 86 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1.5 h / 45 °C
3: 91 percent / H2, PdCl2 / methanol / 37 h / 4940 Torr
4: 85 percent / Na2CO3 / CH2Cl2; H2O / 14 h / Ambient temperature
5: 84 percent / HIO4 / tetrahydrofuran; H2O / 2 h / 0 °C
6: 56 percent / potassium tert-butoxide / tetrahydrofuran / 0.33 h / 0 °C
7: 96 percent / aq. KOH / methanol / 5 h / Ambient temperature
8: 95 percent / (EtO)2P(O)CN, Et3N / dimethylformamide / 14 h / Ambient temperature
9: 100 percent / tetrabutylammonium fluoride / tetrahydrofuran / 2 h / Ambient temperature
With
potassium hydroxide; diethyl cyanophosphonate; potassium tert-butylate; tetrabutyl ammonium fluoride; hydrogen; sodium carbonate; periodic acid; triethylamine; palladium dichloride;
In
tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo9518258
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 91 percent / H2, PdCl2 / methanol / 37 h / 4940 Torr
2: 85 percent / Na2CO3 / CH2Cl2; H2O / 14 h / Ambient temperature
3: 84 percent / HIO4 / tetrahydrofuran; H2O / 2 h / 0 °C
4: 56 percent / potassium tert-butoxide / tetrahydrofuran / 0.33 h / 0 °C
5: 96 percent / aq. KOH / methanol / 5 h / Ambient temperature
6: 95 percent / (EtO)2P(O)CN, Et3N / dimethylformamide / 14 h / Ambient temperature
7: 100 percent / tetrabutylammonium fluoride / tetrahydrofuran / 2 h / Ambient temperature
With
potassium hydroxide; diethyl cyanophosphonate; potassium tert-butylate; tetrabutyl ammonium fluoride; hydrogen; sodium carbonate; periodic acid; triethylamine; palladium dichloride;
In
tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jo9518258
