Technology Process of (-)-methyl (2S,3aS,5R,11bR)-3-benzyl-2,3,3a,4,5,7-hexahydro-5-(2-hydroxyacetyl)-1H-pyrrolo<2,3-d>carbazole-6-carboxylate
There total 20 articles about (-)-methyl (2S,3aS,5R,11bR)-3-benzyl-2,3,3a,4,5,7-hexahydro-5-(2-hydroxyacetyl)-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
toluene-4-sulfonic acid;
In
tetrahydrofuran; water;
for 2h;
Ambient temperature;
DOI:10.1021/jo9813989
- Guidance literature:
-
Multi-step reaction with 14 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
11: 62 percent / K2OsO4*2H2O, KIO4 / H2O / 4 h / 0 °C
12: 73 percent / n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C
13: 94 percent / NCS, Me2S, Et3N / toluene / 0.5 h / -20 °C
14: 82 percent / p-TSA*H2O / tetrahydrofuran; H2O / 2 h / Ambient temperature
With
sodium tetrahydroborate; potassium osmate(VI); N-chloro-succinimide; n-butyllithium; potassium borohydride; potassium metaperiodate; dimethylsulfide; trimethylsilyl trifluoromethanesulfonate; ammonia; water; magnesium sulfate; toluene-4-sulfonic acid; triethylamine; N-ethyl-N,N-diisopropylamine; hydroquinone; benzoic acid; trifluoroacetic anhydride; lithium chloride;
In
tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.1021/jo9813989
- Guidance literature:
-
Multi-step reaction with 13 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
10: 62 percent / K2OsO4*2H2O, KIO4 / H2O / 4 h / 0 °C
11: 73 percent / n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C
12: 94 percent / NCS, Me2S, Et3N / toluene / 0.5 h / -20 °C
13: 82 percent / p-TSA*H2O / tetrahydrofuran; H2O / 2 h / Ambient temperature
With
potassium osmate(VI); N-chloro-succinimide; n-butyllithium; potassium borohydride; potassium metaperiodate; dimethylsulfide; trimethylsilyl trifluoromethanesulfonate; ammonia; water; toluene-4-sulfonic acid; triethylamine; N-ethyl-N,N-diisopropylamine; hydroquinone; benzoic acid; trifluoroacetic anhydride; lithium chloride;
In
tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.1021/jo9813989
