Technology Process of (-)-methyl (2S,3aS,5R,11bR)-3-benzyl-2,3,3a,4,5,7-hexahydro-5-(1-propenyl)-1H-pyrrolo<2,3-d>carbazole-6-carboxylate
There total 12 articles about (-)-methyl (2S,3aS,5R,11bR)-3-benzyl-2,3,3a,4,5,7-hexahydro-5-(1-propenyl)-1H-pyrrolo<2,3-d>carbazole-6-carboxylate 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:
-
With
potassium borohydride;
In
ethanol;
at 75 ℃;
for 4h;
Yield given;
DOI:10.1021/jo9813989
- Guidance literature:
-
Multi-step reaction with 10 steps
1: MgSO4 / CH2Cl2 / 5 h
2: NaBH4 / methanol / 1 h / 0 °C
3: 28.5 g / Et3N / CH2Cl2 / Ambient temperature
5: 33.1 g / LiCl, H2O / dimethylformamide / 4 h / 135 °C
6: 97 percent / TMSOTf, Et3N / CH2Cl2 / 1 h / Ambient temperature
7: 84 percent / PhCO2H, hydroquinone / benzene / 10 h / Heating
8: 87 percent / NH3 / methanol / 120 h / Ambient temperature
9: DIPEA, trifluoroacetic anhydride / CH2Cl2 / 0.67 h / Ambient temperature
10: KBH4 / ethanol / 4 h / 75 °C
With
sodium tetrahydroborate; potassium borohydride; trimethylsilyl trifluoromethanesulfonate; ammonia; water; magnesium sulfate; triethylamine; N-ethyl-N,N-diisopropylamine; hydroquinone; benzoic acid; trifluoroacetic anhydride; lithium chloride;
In
methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1021/jo9813989
- Guidance literature:
-
Multi-step reaction with 9 steps
2: 28.5 g / Et3N / CH2Cl2 / Ambient temperature
4: 33.1 g / LiCl, H2O / dimethylformamide / 4 h / 135 °C
5: 97 percent / TMSOTf, Et3N / CH2Cl2 / 1 h / Ambient temperature
6: 84 percent / PhCO2H, hydroquinone / benzene / 10 h / Heating
7: 87 percent / NH3 / methanol / 120 h / Ambient temperature
8: DIPEA, trifluoroacetic anhydride / CH2Cl2 / 0.67 h / Ambient temperature
9: KBH4 / ethanol / 4 h / 75 °C
With
potassium borohydride; trimethylsilyl trifluoromethanesulfonate; ammonia; water; triethylamine; N-ethyl-N,N-diisopropylamine; hydroquinone; benzoic acid; trifluoroacetic anhydride; lithium chloride;
In
methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1021/jo9813989
![(2S,3aS,5S,11bR)-3-Benzyl-2-cyano-5-((E)-propenyl)-2,3,3a,4,5,7-hexahydro-1H-pyrrolo[2,3-d]carbazole-6-carboxylic acid methyl ester](/Databaselist/images/loading.webp)
