Technology Process of (1S,R)-5-oxo-5-phenylmethoxy-1-<<<(2,2,2-trichloroethoxy)carbonyl>amino>methyl>pentyl (2R,3S)-4-cyclohexyl-2-hydroxy-3-<<(2S)-2-<<(1,1-dimethylethoxy)carbonyl>amino>-3-(phenylmethoxy)propanoyl>amino>butanoate
There total 10 articles about (1S,R)-5-oxo-5-phenylmethoxy-1-<<<(2,2,2-trichloroethoxy)carbonyl>amino>methyl>pentyl (2R,3S)-4-cyclohexyl-2-hydroxy-3-<<(2S)-2-<<(1,1-dimethylethoxy)carbonyl>amino>-3-(phenylmethoxy)propanoyl>amino>butanoate 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 9 steps
1: lithium azide / dimethylformamide
2: H2 / Raney nickel / methanol
3: 87 percent / sodium bicarbonate / tetrahydrofuran; H2O
4: 92 percent / 4-(dimethylamino)pyridine (DMAP), 3-ethyl-1-<3-(dimethylamino)propyl>carbodiimide (EDC) / CH2Cl2 / 0 °C
5: H2 / 10 percent Pd/C / methanol / 760 Torr
6: pyridinium dichromate (PDC) / dimethylformamide / 48 h
7: 45 percent / potassium carbonate / acetone / 6 h / Heating
8: trifluoroacetic acid (TFA) / CH2Cl2 / Ambient temperature
9: hydroxybenzotriazole monohydrate (HOBt), 3-ethyl-1-<3-(dimethylamino)propyl>carbodiimide (EDC), N-methylmorpholine (NMM) / CH2Cl2 / 0 - 20 °C
With
4-methyl-morpholine; dmap; dipyridinium dichromate; lithium azide; hydrogen; sodium hydrogencarbonate; potassium carbonate; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid;
palladium on activated charcoal; nickel;
In
tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jm00099a004
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 87 percent / sodium bicarbonate / tetrahydrofuran; H2O
2: 92 percent / 4-(dimethylamino)pyridine (DMAP), 3-ethyl-1-<3-(dimethylamino)propyl>carbodiimide (EDC) / CH2Cl2 / 0 °C
3: H2 / 10 percent Pd/C / methanol / 760 Torr
4: pyridinium dichromate (PDC) / dimethylformamide / 48 h
5: 45 percent / potassium carbonate / acetone / 6 h / Heating
6: trifluoroacetic acid (TFA) / CH2Cl2 / Ambient temperature
7: hydroxybenzotriazole monohydrate (HOBt), 3-ethyl-1-<3-(dimethylamino)propyl>carbodiimide (EDC), N-methylmorpholine (NMM) / CH2Cl2 / 0 - 20 °C
With
4-methyl-morpholine; dmap; dipyridinium dichromate; hydrogen; sodium hydrogencarbonate; potassium carbonate; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jm00099a004
- Guidance literature:
-
Multi-step reaction with 8 steps
1: H2 / Raney nickel / methanol
2: 87 percent / sodium bicarbonate / tetrahydrofuran; H2O
3: 92 percent / 4-(dimethylamino)pyridine (DMAP), 3-ethyl-1-<3-(dimethylamino)propyl>carbodiimide (EDC) / CH2Cl2 / 0 °C
4: H2 / 10 percent Pd/C / methanol / 760 Torr
5: pyridinium dichromate (PDC) / dimethylformamide / 48 h
6: 45 percent / potassium carbonate / acetone / 6 h / Heating
7: trifluoroacetic acid (TFA) / CH2Cl2 / Ambient temperature
8: hydroxybenzotriazole monohydrate (HOBt), 3-ethyl-1-<3-(dimethylamino)propyl>carbodiimide (EDC), N-methylmorpholine (NMM) / CH2Cl2 / 0 - 20 °C
With
4-methyl-morpholine; dmap; dipyridinium dichromate; hydrogen; sodium hydrogencarbonate; potassium carbonate; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid;
palladium on activated charcoal; nickel;
In
tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jm00099a004
