Technology Process of (S)-3-tert-Butylcarbamoyl-4-((2S,4R)-4-carboxy-2-hydroxy-5-phenyl-pentyl)-piperazine-1-carboxylic acid tert-butyl ester
There total 11 articles about (S)-3-tert-Butylcarbamoyl-4-((2S,4R)-4-carboxy-2-hydroxy-5-phenyl-pentyl)-piperazine-1-carboxylic acid tert-butyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
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Multi-step reaction with 6 steps
1: 96 percent / imidazole / CH2Cl2 / 4 h / 0 - 20 °C
2: 1.) LDA / 1.) THF, hexane, 30 min, 2.) THF, hexane, 3 h
3: 97 percent / 49percent aq. HF / acetonitrile / 18 h / Ambient temperature
4: 96 percent / 2,6-lutidine / CH2Cl2 / 1.5 h / 0 °C
5: 83 percent / (i-Pr)2NEt / propan-2-ol / 3.5 h
6: aq. LiOH / 1,2-dimethoxy-ethane / 0.5 h
With
1H-imidazole; 2,6-dimethylpyridine; lithium hydroxide; hydrogen fluoride; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide;
In
1,2-dimethoxyethane; dichloromethane; isopropyl alcohol; acetonitrile;
DOI:10.1021/jm00047a001
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 40percent NaOH / dioxane; H2O / 2.5 h
2: 40percent NaOH / dioxane; H2O / 14 h
3: 85 percent / 1-ethyl-3-<3-(dimethylamino)propyl>carbodiimide hydrochloride, HOBt, Et3N / dimethylformamide / 18 h
4: 96 percent / H2 / 10percent Pd/C / methanol / 3 h
5: 83 percent / (i-Pr)2NEt / propan-2-ol / 3.5 h
6: aq. LiOH / 1,2-dimethoxy-ethane / 0.5 h
With
lithium hydroxide; sodium hydroxide; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine;
palladium on activated charcoal;
In
1,4-dioxane; methanol; 1,2-dimethoxyethane; water; N,N-dimethyl-formamide; isopropyl alcohol;
DOI:10.1021/jm00047a001
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 40percent NaOH / dioxane; H2O / 14 h
2: 85 percent / 1-ethyl-3-<3-(dimethylamino)propyl>carbodiimide hydrochloride, HOBt, Et3N / dimethylformamide / 18 h
3: 96 percent / H2 / 10percent Pd/C / methanol / 3 h
4: 83 percent / (i-Pr)2NEt / propan-2-ol / 3.5 h
5: aq. LiOH / 1,2-dimethoxy-ethane / 0.5 h
With
lithium hydroxide; sodium hydroxide; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine;
palladium on activated charcoal;
In
1,4-dioxane; methanol; 1,2-dimethoxyethane; water; N,N-dimethyl-formamide; isopropyl alcohol;
DOI:10.1021/jm00047a001
