(3R,3aR,6R,6aR)-6-((6-chloro-5-(4-(piperidin-4-ylethynyl)phenyl)-1H-imidazo[4,5-b]pyridin-2-yl)oxy)hexahydrofuro[3,2-b]furan-3-ol

Base Information

Chemical Name:(3R,3aR,6R,6aR)-6-((6-chloro-5-(4-(piperidin-4-ylethynyl)phenyl)-1H-imidazo[4,5-b]pyridin-2-yl)oxy)hexahydrofuro[3,2-b]furan-3-ol
CAS No.:1394372-86-1
Molecular Formula:C₂₅H₂₅ClN₄O₄
Molecular Weight:480.951
Hs Code.:

Synonyms:(3R,3aR,6R,6aR)-6-((6-chloro-5-(4-(piperidin-4-ylethynyl)phenyl)-1H-imidazo[4,5-b]pyridin-2-yl)oxy)hexahydrofuro[3,2-b]furan-3-ol

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Chemical Property of (3R,3aR,6R,6aR)-6-((6-chloro-5-(4-(piperidin-4-ylethynyl)phenyl)-1H-imidazo[4,5-b]pyridin-2-yl)oxy)hexahydrofuro[3,2-b]furan-3-ol

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Technology Process of (3R,3aR,6R,6aR)-6-((6-chloro-5-(4-(piperidin-4-ylethynyl)phenyl)-1H-imidazo[4,5-b]pyridin-2-yl)oxy)hexahydrofuro[3,2-b]furan-3-ol

There total 13 articles about (3R,3aR,6R,6aR)-6-((6-chloro-5-(4-(piperidin-4-ylethynyl)phenyl)-1H-imidazo[4,5-b]pyridin-2-yl)oxy)hexahydrofuro[3,2-b]furan-3-ol 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:

Reference yield:

: 1394373-84-2
(3R,3aR,6R,6aR)-6-[[5-(4-bromophenyl)-6-chloro-1H-imidazo[4,5-b]pyridin-2-yl]oxy]-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-3-ol

: 738577-08-7
4-ethynylpiperidine

: 1394372-86-1
(3R,3aR,6R,6aR)-6-((6-chloro-5-(4-(piperidin-4-ylethynyl)phenyl)-1H-imidazo[4,5-b]pyridin-2-yl)oxy)hexahydrofuro[3,2-b]furan-3-ol

Guidance literature:: With caesium carbonate; copper(l) iodide; In ISOPROPYLAMIDE; toluene; at 50 ℃; for 2h;

Reference yield:

: 1394374-31-2
tert-butyl 4-((4-(2-(((3R,3aR,6R,6aS)-6-((tert-butyldimethylsilyl)oxy)hexahydrofuro[3,2-b]furan-3-yl)oxy)-6-chloro-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazo[4,5-b]pyridin-5-yl)phenyl)ethynyl)piperidine-1-carboxylate

: 1394372-86-1
(3R,3aR,6R,6aR)-6-((6-chloro-5-(4-(piperidin-4-ylethynyl)phenyl)-1H-imidazo[4,5-b]pyridin-2-yl)oxy)hexahydrofuro[3,2-b]furan-3-ol

Guidance literature:: With potassium hydrogensulfate; formic acid; In water; at 50 ℃; for 4h; Inert atmosphere;

Reference yield:

: 1394373-21-7
5-chloro-6-iodo-3-nitropyridin-2-amine

: 1394372-86-1
(3R,3aR,6R,6aR)-6-((6-chloro-5-(4-(piperidin-4-ylethynyl)phenyl)-1H-imidazo[4,5-b]pyridin-2-yl)oxy)hexahydrofuro[3,2-b]furan-3-ol

Guidance literature:: Multi-step reaction with 9 steps

1.1: ethanol / tin(II) chloride hydrate / 0.5 h / 70 °C

2.1: dmap / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

3.1: potassium hydroxide / ethanol / 0.5 h / 20 °C

3.2: 1 h / 20 °C

4.1: Oxone / acetonitrile; water / 18 h / 20 °C

5.1: potassium dihydrogenphosphate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 17 h / 100 °C / Inert atmosphere

6.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 16 h / 20 °C / Cooling with ice

7.1: caesium carbonate / N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere

8.1: triethylamine / copper(l) iodide; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 24 h / 50 °C / Inert atmosphere; Cooling with ice

9.1: formic acid; potassium hydrogensulfate / water / 4 h / 50 °C / Inert atmosphere

With Oxone; potassium hydrogensulfate; potassium dihydrogenphosphate; formic acid; ethanol; caesium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; potassium hydroxide; dmap; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tin(II) chloride hydrate; In tetrahydrofuran; 1,4-dioxane; ethanol; water; N,N-dimethyl-formamide; acetonitrile;