Technology Process of 3-Azetidinecarboxylic acid, 1-[[3-fluoro-4-[5-(1-phenylcyclopropyl)thiazolo[5,4-b]pyridin-2-yl]phenyl]methyl]-
There total 7 articles about 3-Azetidinecarboxylic acid, 1-[[3-fluoro-4-[5-(1-phenylcyclopropyl)thiazolo[5,4-b]pyridin-2-yl]phenyl]methyl]- which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
2317157;
With
water; sodium hydroxide;
In
isopropyl alcohol;
at 55 ℃;
Large scale reaction;
With
hydrogenchloride;
In
water; isopropyl alcohol;
at 55 ℃;
pH=5;
Large scale reaction;
DOI:10.1021/op200192n
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: n-butyllithium / tetrahydrofuran / -78 °C
1.2: -78 °C
2.1: sodium carbonate / N,N-dimethyl-formamide / 90 °C
3.1: bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II); potassium carbonate / 1,4-dioxane; water / 80 °C
4.1: potassium tert-butylate; trimethylsulfoxonium iodide / tetrahydrofuran; dimethyl sulfoxide
5.1: sodium cyanoborohydride; acetic acid; N-ethyl-N,N-diisopropylamine / methanol; dichloromethane
6.1: sodium hydroxide / tetrahydrofuran
6.2: aq. phosphate buffer
With
n-butyllithium; bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II); potassium tert-butylate; trimethylsulfoxonium iodide; sodium cyanoborohydride; sodium carbonate; potassium carbonate; acetic acid; N-ethyl-N,N-diisopropylamine; sodium hydroxide;
In
tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;
3.1: Suzuki reaction / 4.1: Corey-Chaykovsky reaction;
DOI:10.1021/ml100306h
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: n-butyllithium / tetrahydrofuran / -78 °C
1.2: -78 °C
2.1: sodium carbonate / N,N-dimethyl-formamide / 90 °C
3.1: bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II); potassium carbonate / 1,4-dioxane; water / 80 °C
4.1: potassium tert-butylate; trimethylsulfoxonium iodide / tetrahydrofuran; dimethyl sulfoxide
5.1: sodium cyanoborohydride; acetic acid; N-ethyl-N,N-diisopropylamine / methanol; dichloromethane
6.1: sodium hydroxide / tetrahydrofuran
6.2: aq. phosphate buffer
With
n-butyllithium; bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II); potassium tert-butylate; trimethylsulfoxonium iodide; sodium cyanoborohydride; sodium carbonate; potassium carbonate; acetic acid; N-ethyl-N,N-diisopropylamine; sodium hydroxide;
In
tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;
3.1: Suzuki reaction / 4.1: Corey-Chaykovsky reaction;
DOI:10.1021/ml100306h
