Technology Process of (2S,1R)-2-(6-chloro(3-pyridyl))-4-oxocyclohexanecarboxamide
There total 11 articles about (2S,1R)-2-(6-chloro(3-pyridyl))-4-oxocyclohexanecarboxamide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(2S,1R)-2-(6-chloro(3-pyridyl))-4-oxocyclohexanecarbonitrile;
With
potassium trimethylsilonate;
In
toluene;
at 70 ℃;
for 2h;
With
ammonium chloride;
In
water; toluene;
Further stages.;
DOI:10.1021/ol016420q
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 90 percent / Et3N / diethyl ether / 0.17 h / 5 °C
2.1: Me2AlCl / CH2Cl2; toluene / -78 °C
2.2: 79 percent / CH2Cl2; toluene / 0.25 h / -78 °C
3.1: 84 percent / Sm(OTf)3 / 12 h / 60 °C
4.1: 98 percent / DMAP; Et3N / CH2Cl2 / 3 h
5.1: 81 percent / n-Bu4NF; H2O / tetrahydrofuran / 14 h
6.1: 99 percent / H2O / dimethylsulfoxide / 24 h / 130 °C
7.1: Me3SiOK / toluene / 2 h / 70 °C
7.2: 72 percent / NH4Cl / toluene; H2O
With
dmap; potassium trimethylsilonate; tetrabutyl ammonium fluoride; water; dimethylaluminum chloride; triethylamine; samarium(III) trifluoromethanesulfonate;
In
tetrahydrofuran; diethyl ether; dichloromethane; dimethyl sulfoxide; toluene;
2.2: hetero Dies-Alder reaction / 6.1: Krapcho decarboxylation;
DOI:10.1021/ol016420q
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: Me2AlCl / CH2Cl2; toluene / -78 °C
1.2: 79 percent / CH2Cl2; toluene / 0.25 h / -78 °C
2.1: 84 percent / Sm(OTf)3 / 12 h / 60 °C
3.1: 98 percent / DMAP; Et3N / CH2Cl2 / 3 h
4.1: 81 percent / n-Bu4NF; H2O / tetrahydrofuran / 14 h
5.1: 99 percent / H2O / dimethylsulfoxide / 24 h / 130 °C
6.1: Me3SiOK / toluene / 2 h / 70 °C
6.2: 72 percent / NH4Cl / toluene; H2O
With
dmap; potassium trimethylsilonate; tetrabutyl ammonium fluoride; water; dimethylaluminum chloride; triethylamine; samarium(III) trifluoromethanesulfonate;
In
tetrahydrofuran; dichloromethane; dimethyl sulfoxide; toluene;
1.2: hetero Dies-Alder reaction / 5.1: Krapcho decarboxylation;
DOI:10.1021/ol016420q
