Technology Process of ((3aR,10bS,12bS)-7,8-Dimethoxy-4-phenylsulfanyl-2,3,4,5,11,12-hexahydro-1H-6,12a-diaza-indeno[7,1-cd]fluoren-3a-yl)-acetic acid ethyl ester
There total 13 articles about ((3aR,10bS,12bS)-7,8-Dimethoxy-4-phenylsulfanyl-2,3,4,5,11,12-hexahydro-1H-6,12a-diaza-indeno[7,1-cd]fluoren-3a-yl)-acetic acid ethyl ester 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:
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![((3aR,10bS,12bS)-7,8-Dimethoxy-4-phenylsulfanyl-2,3,4,5,11,12-hexahydro-1H-6,12a-diaza-indeno[7,1-cd]fluoren-3a-yl)-acetic acid ethyl ester](/Databaselist/images/loading.webp)
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634911-98-1
((3aR,10bS,12bS)-7,8-Dimethoxy-4-phenylsulfanyl-2,3,4,5,11,12-hexahydro-1H-6,12a-diaza-indeno[7,1-cd]fluoren-3a-yl)-acetic acid ethyl ester
- Guidance literature:
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thiophenol; (11S)-(12Z)-11-ethoxycarbonylmethyl-11-formyl-1,2-dimethoxy-7-(2-nitro-benzenesulfonyl)-6,7,8,9,10,11-hexahydro-5H-7,14-diaza-cycloundeca[a]indene-14-carboxylic acid tert-butyl ester;
With
caesium carbonate;
In
acetonitrile;
at 55 ℃;
for 0.333333h;
With
dimethylsulfide; trifluoroacetic acid;
In
dichloromethane;
at 20 ℃;
for 0.0833333h;
With
phosphate buffer;
In
ethyl acetate;
at 5 ℃;
for 0.5h;
pH=7.8;
DOI:10.1016/j.tet.2003.09.005
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634911-98-1
((3aR,10bS,12bS)-7,8-Dimethoxy-4-phenylsulfanyl-2,3,4,5,11,12-hexahydro-1H-6,12a-diaza-indeno[7,1-cd]fluoren-3a-yl)-acetic acid ethyl ester
- Guidance literature:
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Multi-step reaction with 10 steps
1.1: 12.2 g / pyridine / 0.5 h / 20 °C
2.1: 78 percent / triethylamine; copper(I) iodide; tetrakis(triphenylphosphine)palladium(0) / 2 h / 70 °C
3.1: 94.3 percent / 4-(dimethylamino)pyridine / acetonitrile / 0.25 h / 20 °C
4.1: hydrogen / palladium on carbon / ethanol; H2O / 3.5 h / 20 °C / 760 Torr
5.1: tetra-n-butylammonium fluoride / tetrahydrofuran
6.1: triphenylphosphine; diethyl azodicarboxylate / benzene
7.1: potassium carbonate / methanol
8.1: triphenylphosphine; diethyl azodicarboxylate / benzene
9.1: 91.9 percent / trimethylsilyl bromide / CH2Cl2 / -70 °C
10.1: cesium carbonate / acetonitrile / 0.33 h / 55 °C
10.2: dimethyl sulfide; trifluoroacetic acid / CH2Cl2 / 0.08 h / 20 °C
10.3: 29.4 percent / phosphate buffer / ethyl acetate / 0.5 h / 5 °C / pH 7.8
With
pyridine; dmap; copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); trimethylsilyl bromide; tetrabutyl ammonium fluoride; hydrogen; potassium carbonate; caesium carbonate; triethylamine; triphenylphosphine; diethylazodicarboxylate;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; water; acetonitrile; benzene;
2.1: Sonogashira coupling / 6.1: Mitsunobu reaction / 8.1: Mitsunobu reaction;
DOI:10.1016/j.tet.2003.09.005
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634911-98-1
((3aR,10bS,12bS)-7,8-Dimethoxy-4-phenylsulfanyl-2,3,4,5,11,12-hexahydro-1H-6,12a-diaza-indeno[7,1-cd]fluoren-3a-yl)-acetic acid ethyl ester
- Guidance literature:
-
Multi-step reaction with 11 steps
1.1: DIBAL / toluene / 0.83 h / 5 °C
2.1: 12.2 g / pyridine / 0.5 h / 20 °C
3.1: 78 percent / triethylamine; copper(I) iodide; tetrakis(triphenylphosphine)palladium(0) / 2 h / 70 °C
4.1: 94.3 percent / 4-(dimethylamino)pyridine / acetonitrile / 0.25 h / 20 °C
5.1: hydrogen / palladium on carbon / ethanol; H2O / 3.5 h / 20 °C / 760 Torr
6.1: tetra-n-butylammonium fluoride / tetrahydrofuran
7.1: triphenylphosphine; diethyl azodicarboxylate / benzene
8.1: potassium carbonate / methanol
9.1: triphenylphosphine; diethyl azodicarboxylate / benzene
10.1: 91.9 percent / trimethylsilyl bromide / CH2Cl2 / -70 °C
11.1: cesium carbonate / acetonitrile / 0.33 h / 55 °C
11.2: dimethyl sulfide; trifluoroacetic acid / CH2Cl2 / 0.08 h / 20 °C
11.3: 29.4 percent / phosphate buffer / ethyl acetate / 0.5 h / 5 °C / pH 7.8
With
pyridine; dmap; copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); trimethylsilyl bromide; tetrabutyl ammonium fluoride; hydrogen; diisobutylaluminium hydride; potassium carbonate; caesium carbonate; triethylamine; triphenylphosphine; diethylazodicarboxylate;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; water; toluene; acetonitrile; benzene;
3.1: Sonogashira coupling / 7.1: Mitsunobu reaction / 9.1: Mitsunobu reaction;
DOI:10.1016/j.tet.2003.09.005
