Technology Process of ((S)-1-{N'-[4-(2-tert-Butyl-2H-tetrazol-5-yl)-benzyl]-hydrazinocarbonyl}-2,2-dimethyl-propyl)-carbamic acid methyl ester
There total 8 articles about ((S)-1-{N'-[4-(2-tert-Butyl-2H-tetrazol-5-yl)-benzyl]-hydrazinocarbonyl}-2,2-dimethyl-propyl)-carbamic acid methyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 90 percent / 2N aq. NaOH / dioxane / 18 h / 60 °C
2: 1.) N-ethyl-N'-<3-(dimethylamino)propyl>carbodiimide hydrochloride, 1-hydroxybenzotriazole, N-methylmorpholine / 1.) EtOAc, 30 min, 2.) EtOAc, 16 h
3: 60 percent / 4N HCl / dioxane / 18 h / Ambient temperature
4: 80 percent / propan-2-ol / 18 h / Heating
5: 68 percent / MeSO3H / toluene / 1 h / 110 °C
6: 1.) NaCNBH3, p-TsOH, 2.) aq. K2B4O7 / 1.) THF, 18 h, 2.) MeOH, THF, RT, overnight
With
4-methyl-morpholine; hydrogenchloride; sodium hydroxide; methanesulfonic acid; potassium tetraborate; sodium cyanoborohydride; benzotriazol-1-ol; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride;
In
1,4-dioxane; isopropyl alcohol; toluene;
DOI:10.1021/jm970873c
- Guidance literature:
-
Multi-step reaction with 4 steps
1: 92 percent / LiCl, NaN3 / 2-methoxy-ethanol / 6 h / Heating
2: 80 percent / propan-2-ol / 18 h / Heating
3: 68 percent / MeSO3H / toluene / 1 h / 110 °C
4: 1.) NaCNBH3, p-TsOH, 2.) aq. K2B4O7 / 1.) THF, 18 h, 2.) MeOH, THF, RT, overnight
With
sodium azide; methanesulfonic acid; potassium tetraborate; sodium cyanoborohydride; toluene-4-sulfonic acid; lithium chloride;
In
2-methoxy-ethanol; isopropyl alcohol; toluene;
DOI:10.1021/jm970873c
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 1.) N-ethyl-N'-<3-(dimethylamino)propyl>carbodiimide hydrochloride, 1-hydroxybenzotriazole, N-methylmorpholine / 1.) EtOAc, 30 min, 2.) EtOAc, 16 h
2: 60 percent / 4N HCl / dioxane / 18 h / Ambient temperature
3: 80 percent / propan-2-ol / 18 h / Heating
4: 68 percent / MeSO3H / toluene / 1 h / 110 °C
5: 1.) NaCNBH3, p-TsOH, 2.) aq. K2B4O7 / 1.) THF, 18 h, 2.) MeOH, THF, RT, overnight
With
4-methyl-morpholine; hydrogenchloride; methanesulfonic acid; potassium tetraborate; sodium cyanoborohydride; benzotriazol-1-ol; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride;
In
1,4-dioxane; isopropyl alcohol; toluene;
DOI:10.1021/jm970873c
