Technology Process of 8-Azabicyclo[3.2.1]oct-2-ene-8-carboxylic acid,
2,3-bis(4-methylphenyl)-, phenyl ester, (1R,5S)-
There total 9 articles about 8-Azabicyclo[3.2.1]oct-2-ene-8-carboxylic acid,
2,3-bis(4-methylphenyl)-, phenyl ester, (1R,5S)- which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
sodium hydrogencarbonate;
In
dichloromethane;
at 20 ℃;
DOI:10.1021/jm0582423
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: sodium bis(trimethylsilyl)amide / tetrahydrofuran / -78 - 0 °C
1.2: 92 percent / tetrahydrofuran / 5 h / 0 - 20 °C
2.1: 88 percent / tetrakis(triphenylphosphine)palladium; cesium fluoride / various solvent(s) / 2 h / 60 °C
3.1: aq. potassium hydroxide / 0.5 h / Heating
4.1: diphenylphosphorylazide; triethylamine / toluene / Heating
5.1: toluene / 8 h / Heating
6.1: 1.06 g / aq. HCl / 1 h / Heating
7.1: sodium bis(trimethylsilyl)amide / tetrahydrofuran / -78 - 0 °C
7.2: 34 percent / tetrahydrofuran / 23 h / 0 - 20 °C
8.1: 84 percent / tetrakis(triphenylphosphine)palladium; cesium fluoride / various solvent(s) / Heating
9.1: NaHCO3 / CH2Cl2 / 20 °C
With
hydrogenchloride; potassium hydroxide; tetrakis(triphenylphosphine) palladium(0); diphenylphosphoranyl azide; sodium hexamethyldisilazane; sodium hydrogencarbonate; triethylamine; cesium fluoride;
In
tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/jm0582423
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 88 percent / tetrakis(triphenylphosphine)palladium; cesium fluoride / various solvent(s) / 2 h / 60 °C
2.1: aq. potassium hydroxide / 0.5 h / Heating
3.1: diphenylphosphorylazide; triethylamine / toluene / Heating
4.1: toluene / 8 h / Heating
5.1: 1.06 g / aq. HCl / 1 h / Heating
6.1: sodium bis(trimethylsilyl)amide / tetrahydrofuran / -78 - 0 °C
6.2: 34 percent / tetrahydrofuran / 23 h / 0 - 20 °C
7.1: 84 percent / tetrakis(triphenylphosphine)palladium; cesium fluoride / various solvent(s) / Heating
8.1: NaHCO3 / CH2Cl2 / 20 °C
With
hydrogenchloride; potassium hydroxide; tetrakis(triphenylphosphine) palladium(0); diphenylphosphoranyl azide; sodium hexamethyldisilazane; sodium hydrogencarbonate; triethylamine; cesium fluoride;
In
tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/jm0582423