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

Base Information

Chemical Name: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
CAS No.:1394374-31-2
Molecular Formula:C₄₂H₆₁ClN₄O₇Si₂
Molecular Weight:825.593
Hs Code.:

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

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 10 articles about 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 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:

: 1394374-15-2
5-(4-bromophenyl)-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]pyridine

: 287192-97-6
4-ethynyl-piperidine-1-carboxylic acid tert-butyl ester

: 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

Guidance literature:: With triethylamine; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; copper(l) iodide; at 50 ℃; for 24h; Inert atmosphere; Cooling with ice;

Reference yield:

: 5409-39-2
2-amino-5-chloro-3-nitropyridine

: 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

Guidance literature:: Multi-step reaction with 10 steps

1.1: N-chloro-succinimide; acetic acid / 80 °C

2.1: sodium iodide; acetic acid / 2 h / 90 °C

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

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

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

5.2: 1 h / 20 °C

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

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

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

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

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

With Oxone; potassium dihydrogenphosphate; N-chloro-succinimide; ethanol; caesium carbonate; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; sodium iodide; 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;

Reference yield:

: 203794-33-6
2-amino-5,6-dichloro-3-nitropyridine

: 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

Guidance literature:: Multi-step reaction with 9 steps

1.1: sodium iodide; acetic acid / 2 h / 90 °C

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

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

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

4.2: 1 h / 20 °C

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

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

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

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

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

With Oxone; potassium dihydrogenphosphate; ethanol; caesium carbonate; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; sodium iodide; 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;