Technology Process of (1'R,2''S,3''R,4''S)-2-<1--2-(4-imidazolyl)ethyl>-1,2,3,4-tetrahydropyrrolo<3,4-b>indol-3-one
There total 6 articles about (1'R,2''S,3''R,4''S)-2-<1--2-(4-imidazolyl)ethyl>-1,2,3,4-tetrahydropyrrolo<3,4-b>indol-3-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
4-methyl-morpholine; lithium hydroxide; N-ethyl-N'-(3-diethylaminopropyl)-carbodiimide; benzotriazol-1-ol;
1.) 1,4-dioxane, 0 deg C, 3.5h 2.) DMF, -23 deg C -> r. t. overnight;
DOI:10.1021/jo00291a060
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 94 percent / N,N'-dicyclohexylcarbodiimide, 4-(dimethylamino)pyridine / CH2Cl2 / 2.5 h / Ambient temperature
2: 80 percent / POCl3 / 1,2-dichloro-ethane / 1 h / Heating
3: 91 percent / NaOAc, NaCNBH3 / propan-2-ol / 20.5 h / Ambient temperature
4: H2, 10percent Pd-C / methanol / 3040 Torr
5: 31 percent / 4-(dimethylamino)pyridine, 4-methylmorpholine, N-ethyl-N'-<2-(dimethylamino)ethyl>carbodiimide hydrochloride / dimethylformamide / 16 h / Ambient temperature
6: 1.) LiOH 2.) 1-hydroxybenzotriazole, N-ethyl-N'-<3-(diethylamino)propyl>carbodiimide, 4-methylmorpholine / 1.) 1,4-dioxane, 0 deg C, 3.5h 2.) DMF, -23 deg C -> r. t. overnight
With
4-methyl-morpholine; dmap; lithium hydroxide; palladium on activated charcoal; N-ethyl-N'-(3-diethylaminopropyl)-carbodiimide; hydrogen; sodium acetate; sodium cyanoborohydride; benzotriazol-1-ol; dicyclohexyl-carbodiimide; 1-ethyl-3-(3-dimethylamino-propyl)-carbodiimide hydrochloride; trichlorophosphate;
In
methanol; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; isopropyl alcohol;
DOI:10.1021/jo00291a060
- Guidance literature:
-
Multi-step reaction with 4 steps
1: 91 percent / NaOAc, NaCNBH3 / propan-2-ol / 20.5 h / Ambient temperature
2: H2, 10percent Pd-C / methanol / 3040 Torr
3: 31 percent / 4-(dimethylamino)pyridine, 4-methylmorpholine, N-ethyl-N'-<2-(dimethylamino)ethyl>carbodiimide hydrochloride / dimethylformamide / 16 h / Ambient temperature
4: 1.) LiOH 2.) 1-hydroxybenzotriazole, N-ethyl-N'-<3-(diethylamino)propyl>carbodiimide, 4-methylmorpholine / 1.) 1,4-dioxane, 0 deg C, 3.5h 2.) DMF, -23 deg C -> r. t. overnight
With
4-methyl-morpholine; dmap; lithium hydroxide; palladium on activated charcoal; N-ethyl-N'-(3-diethylaminopropyl)-carbodiimide; hydrogen; sodium acetate; sodium cyanoborohydride; benzotriazol-1-ol; 1-ethyl-3-(3-dimethylamino-propyl)-carbodiimide hydrochloride;
In
methanol; N,N-dimethyl-formamide; isopropyl alcohol;
DOI:10.1021/jo00291a060