Technology Process of 3,5-Dinitro-benzoic acid (4Z,7Z)-(1S,2S,9S)-bicyclo[7.1.0]deca-4,7-dien-2-yl ester
There total 10 articles about 3,5-Dinitro-benzoic acid (4Z,7Z)-(1S,2S,9S)-bicyclo[7.1.0]deca-4,7-dien-2-yl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
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Multi-step reaction with 8 steps
1: 31 percent / tetra-n-butylammonium iodide, sodium hydroxide / CH2Cl2; H2O / 48 h / Heating
2: 66 percent / diisobutylaluminum hydride / diethyl ether; heptane / 1.) -78 deg C, 3 h, 2.) room temperature, 1 h
3: 88 percent / imidazole / dimethylformamide / 25 h / Ambient temperature
4: benzyltriethylammonium chloride, NaOH / benzene; H2O / 43 h
5: 43 percent / tert-BuOH, Li / tetrahydrofuran / 4 h / Heating
6: 90 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 21 h / Heating
7: pyridine
8: 50 mg / 2,6-lutidine / acetone; H2O / 42 h / 80 °C
With
1H-imidazole; 2,6-dimethylpyridine; sodium hydroxide; tetrabutyl ammonium fluoride; N-benzyl-N,N,N-triethylammonium chloride; tetra-(n-butyl)ammonium iodide; lithium; diisobutylaluminium hydride; tert-butyl alcohol;
In
tetrahydrofuran; pyridine; diethyl ether; n-heptane; dichloromethane; water; N,N-dimethyl-formamide; acetone; benzene;
DOI:10.1021/ja00523a027
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 66 percent / diisobutylaluminum hydride / diethyl ether; heptane / 1.) -78 deg C, 3 h, 2.) room temperature, 1 h
2: 88 percent / imidazole / dimethylformamide / 25 h / Ambient temperature
3: benzyltriethylammonium chloride, NaOH / benzene; H2O / 43 h
4: 43 percent / tert-BuOH, Li / tetrahydrofuran / 4 h / Heating
5: 90 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 21 h / Heating
6: pyridine
7: 50 mg / 2,6-lutidine / acetone; H2O / 42 h / 80 °C
With
1H-imidazole; 2,6-dimethylpyridine; sodium hydroxide; tetrabutyl ammonium fluoride; N-benzyl-N,N,N-triethylammonium chloride; lithium; diisobutylaluminium hydride; tert-butyl alcohol;
In
tetrahydrofuran; pyridine; diethyl ether; n-heptane; water; N,N-dimethyl-formamide; acetone; benzene;
DOI:10.1021/ja00523a027
- Guidance literature:
-
Multi-step reaction with 4 steps
1: 43 percent / tert-BuOH, Li / tetrahydrofuran / 4 h / Heating
2: 90 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 21 h / Heating
3: pyridine
4: 50 mg / 2,6-lutidine / acetone; H2O / 42 h / 80 °C
With
2,6-dimethylpyridine; tetrabutyl ammonium fluoride; lithium; tert-butyl alcohol;
In
tetrahydrofuran; pyridine; water; acetone;
DOI:10.1021/ja00523a027