Technology Process of (3bR,4aS)-6-[3-(2-Methoxy-5-pyrimidinyl)-2(E)-propenoyl]-2-methyl-8-oxo-1,4,4a,5,6,8-hexahydrocyclopropa[c]pyrrolo[3,2-e]indole-3-carboxylic acid methyl ester
There total 6 articles about (3bR,4aS)-6-[3-(2-Methoxy-5-pyrimidinyl)-2(E)-propenoyl]-2-methyl-8-oxo-1,4,4a,5,6,8-hexahydrocyclopropa[c]pyrrolo[3,2-e]indole-3-carboxylic acid methyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 5 steps
1: TFA, trifluoroacetic anhydride, N-iodosuccinimide / 11 h / 80 °C
2: 88 percent / Pd(OAc)2, K2CO3, n-Bu4NCl / dimethylformamide / 1 h / 80 °C
3: 96 percent / 4N aq. KOH / methanol / 2 h / 50 °C
4: 90 percent / Et3N, 2-chloro-1-methylpyridinium chloride / CH2Cl2 / 2 h / 50 °C
5: 1.) NaH / 1.) DMF, -20 deg C, 260 min, 2.) DMF, 80 min
With
palladium diacetate; potassium hydroxide; N-iodo-succinimide; tetrabutyl-ammonium chloride; sodium hydride; 1-methyl-2-chloropyridinium chloride; potassium carbonate; triethylamine; trifluoroacetic acid; trifluoroacetic anhydride;
In
methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm980559y
- Guidance literature:
-
Multi-step reaction with 4 steps
1: 88 percent / Pd(OAc)2, K2CO3, n-Bu4NCl / dimethylformamide / 1 h / 80 °C
2: 96 percent / 4N aq. KOH / methanol / 2 h / 50 °C
3: 90 percent / Et3N, 2-chloro-1-methylpyridinium chloride / CH2Cl2 / 2 h / 50 °C
4: 1.) NaH / 1.) DMF, -20 deg C, 260 min, 2.) DMF, 80 min
With
palladium diacetate; potassium hydroxide; tetrabutyl-ammonium chloride; sodium hydride; 1-methyl-2-chloropyridinium chloride; potassium carbonate; triethylamine;
In
methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm980559y
- Guidance literature:
-
Multi-step reaction with 3 steps
1: 96 percent / 4N aq. KOH / methanol / 2 h / 50 °C
2: 90 percent / Et3N, 2-chloro-1-methylpyridinium chloride / CH2Cl2 / 2 h / 50 °C
3: 1.) NaH / 1.) DMF, -20 deg C, 260 min, 2.) DMF, 80 min
With
potassium hydroxide; sodium hydride; 1-methyl-2-chloropyridinium chloride; triethylamine;
In
methanol; dichloromethane;
DOI:10.1021/jm980559y