N-{4-[(1R,5S)-3-(5-acetyl-2-methyl-4,5,6,7-tetrahvdro-3H-imidazo[4.5-c]pyridin-3-yl)-8-azabicyclo[3.2.1]oct-8-yl]-2-phenylbutyl}benzenesulfonamide

Base Information

Chemical Name:N-{4-[(1R,5S)-3-(5-acetyl-2-methyl-4,5,6,7-tetrahvdro-3H-imidazo[4.5-c]pyridin-3-yl)-8-azabicyclo[3.2.1]oct-8-yl]-2-phenylbutyl}benzenesulfonamide
CAS No.:1262786-35-5
Molecular Formula:C₃₂H₄₁N₅O₃S
Molecular Weight:575.775
Hs Code.:

Synonyms:N-{4-[(1R,5S)-3-(5-acetyl-2-methyl-4,5,6,7-tetrahvdro-3H-imidazo[4.5-c]pyridin-3-yl)-8-azabicyclo[3.2.1]oct-8-yl]-2-phenylbutyl}benzenesulfonamide

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Chemical Property of N-{4-[(1R,5S)-3-(5-acetyl-2-methyl-4,5,6,7-tetrahvdro-3H-imidazo[4.5-c]pyridin-3-yl)-8-azabicyclo[3.2.1]oct-8-yl]-2-phenylbutyl}benzenesulfonamide

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Technology Process of N-{4-[(1R,5S)-3-(5-acetyl-2-methyl-4,5,6,7-tetrahvdro-3H-imidazo[4.5-c]pyridin-3-yl)-8-azabicyclo[3.2.1]oct-8-yl]-2-phenylbutyl}benzenesulfonamide

There total 12 articles about N-{4-[(1R,5S)-3-(5-acetyl-2-methyl-4,5,6,7-tetrahvdro-3H-imidazo[4.5-c]pyridin-3-yl)-8-azabicyclo[3.2.1]oct-8-yl]-2-phenylbutyl}benzenesulfonamide 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: 46.0%

: 1262786-63-9
C₂₁H₂₅NO₅S

: 1262786-68-4
5-acetyl-3-[(3-endo)-8-azabicyclo[3.2.1]oct-3-yl]-2-methyl-4,5,6,7-tetrahydro-3H-imidazo[4,5-c]pyridine

: 1262786-35-5
N-{4-[(1R,5S)-3-(5-acetyl-2-methyl-4,5,6,7-tetrahvdro-3H-imidazo[4.5-c]pyridin-3-yl)-8-azabicyclo[3.2.1]oct-8-yl]-2-phenylbutyl}benzenesulfonamide

Guidance literature:: C₂₁H₂₅NO₅S; 5-acetyl-3-[(3-endo)-8-azabicyclo[3.2.1]oct-3-yl]-2-methyl-4,5,6,7-tetrahydro-3H-imidazo[4,5-c]pyridine; With sodium tris(acetoxy)borohydride; In dichloromethane; at 20 ℃; for 18h;

With water; potassium carbonate; In dichloromethane;

Reference yield:

: 1262786-57-1
N-(4-hydroxy-2-phenylbutyl)benzenesulfonamide

: 1262786-35-5
N-{4-[(1R,5S)-3-(5-acetyl-2-methyl-4,5,6,7-tetrahvdro-3H-imidazo[4.5-c]pyridin-3-yl)-8-azabicyclo[3.2.1]oct-8-yl]-2-phenylbutyl}benzenesulfonamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: 1H-imidazole; dmap / dichloromethane / 0.5 h / 20 °C

2.1: sodium hydride / N,N-dimethyl-formamide

2.2: 1 h / 20 °C

3.1: tetrabutyl ammonium fluoride; acetic acid / tetrahydrofuran / 18 h / 20 °C

4.1: Dess-Martin periodane / dichloromethane / 2 h / 20 °C

5.1: sodium tris(acetoxy)borohydride / dichloromethane / 20 °C

6.1: trifluoroacetic acid / dichloromethane / 3 h / 20 °C

With 1H-imidazole; dmap; tetrabutyl ammonium fluoride; sodium tris(acetoxy)borohydride; sodium hydride; Dess-Martin periodane; acetic acid; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2011.01.030

Reference yield:

: 14025-83-3
3-cyano-3-phenylpropanoic acid ethyl ester

: 1262786-35-5
N-{4-[(1R,5S)-3-(5-acetyl-2-methyl-4,5,6,7-tetrahvdro-3H-imidazo[4.5-c]pyridin-3-yl)-8-azabicyclo[3.2.1]oct-8-yl]-2-phenylbutyl}benzenesulfonamide

Guidance literature:: Multi-step reaction with 9 steps

1.1: hydrogenchloride; 10% palladium on activated charcoal; hydrogen / ethanol / 20 °C / 3102.97 Torr

2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 18 h / 20 °C

3.1: lithium borohydride / tetrahydrofuran / 2 h / 65 °C

4.1: 1H-imidazole; dmap / dichloromethane / 0.5 h / 20 °C

5.1: sodium hydride / N,N-dimethyl-formamide

5.2: 1 h / 20 °C

6.1: tetrabutyl ammonium fluoride; acetic acid / tetrahydrofuran / 18 h / 20 °C

7.1: Dess-Martin periodane / dichloromethane / 2 h / 20 °C

8.1: sodium tris(acetoxy)borohydride / dichloromethane / 20 °C

9.1: trifluoroacetic acid / dichloromethane / 3 h / 20 °C

With 1H-imidazole; hydrogenchloride; dmap; lithium borohydride; 10% palladium on activated charcoal; tetrabutyl ammonium fluoride; hydrogen; sodium tris(acetoxy)borohydride; sodium hydride; Dess-Martin periodane; acetic acid; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2011.01.030