N-methyl-N-{4-[(1R,5S)-3-(2-methyl-1H-benzimidazol-1-yl)-8-azabicyclo[3.2.1]oct-8-yl]-2-phenylbutyl}benzenesulfonamide

Base Information

Chemical Name:N-methyl-N-{4-[(1R,5S)-3-(2-methyl-1H-benzimidazol-1-yl)-8-azabicyclo[3.2.1]oct-8-yl]-2-phenylbutyl}benzenesulfonamide
CAS No.:1262786-22-0
Molecular Formula:C₃₂H₃₈N₄O₂S
Molecular Weight:542.745
Hs Code.:

Synonyms:N-methyl-N-{4-[(1R,5S)-3-(2-methyl-1H-benzimidazol-1-yl)-8-azabicyclo[3.2.1]oct-8-yl]-2-phenylbutyl}benzenesulfonamide

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Chemical Property of N-methyl-N-{4-[(1R,5S)-3-(2-methyl-1H-benzimidazol-1-yl)-8-azabicyclo[3.2.1]oct-8-yl]-2-phenylbutyl}benzenesulfonamide

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Technology Process of N-methyl-N-{4-[(1R,5S)-3-(2-methyl-1H-benzimidazol-1-yl)-8-azabicyclo[3.2.1]oct-8-yl]-2-phenylbutyl}benzenesulfonamide

There total 16 articles about N-methyl-N-{4-[(1R,5S)-3-(2-methyl-1H-benzimidazol-1-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: 63.0%

: 478696-46-7
endo-1-(8-azabicyclo[3.2.1]oct-3-yl)-2-methyl-1H-benzimidazole

: 220394-85-4
(R,S)-N-(2-Phenyl-4-oxobut-1-yl)-N-methylbenzene-sulfonamide

: 1262786-22-0
N-methyl-N-{4-[(1R,5S)-3-(2-methyl-1H-benzimidazol-1-yl)-8-azabicyclo[3.2.1]oct-8-yl]-2-phenylbutyl}benzenesulfonamide

Guidance literature:: endo-1-(8-azabicyclo[3.2.1]oct-3-yl)-2-methyl-1H-benzimidazole; (R,S)-N-(2-Phenyl-4-oxobut-1-yl)-N-methylbenzene-sulfonamide; With sodium tris(acetoxy)borohydride; In dichloromethane; at 20 ℃; for 18h; Inert atmosphere;

With water; sodium hydrogencarbonate; In dichloromethane;

Reference yield:

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

: 1262786-22-0
N-methyl-N-{4-[(1R,5S)-3-(2-methyl-1H-benzimidazol-1-yl)-8-azabicyclo[3.2.1]oct-8-yl]-2-phenylbutyl}benzenesulfonamide

Guidance literature:: Multi-step reaction with 8 steps

1: lithium borohydride / tetrahydrofuran / 2 h / Reflux

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

3: sodium tris(acetoxy)borohydride / dichloromethane / 18 h / 20 °C

4: ammonium hydroxide; hydrogen / ethanol / 18 h / 20 °C / 2585.81 Torr

5: N-ethyl-N,N-diisopropylamine / dichloromethane

6: sodium hydride / tetrahydrofuran

7: mercaptoacetic acid; lithium hydroxide / N,N-dimethyl-formamide / 2 h / 20 °C

8: N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C

With ammonium hydroxide; lithium borohydride; hydrogen; sodium tris(acetoxy)borohydride; sodium hydride; Dess-Martin periodane; mercaptoacetic acid; N-ethyl-N,N-diisopropylamine; lithium hydroxide; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2011.01.030

Reference yield:

: 5292-53-5
diethyl benzalmalonate

: 1262786-22-0
N-methyl-N-{4-[(1R,5S)-3-(2-methyl-1H-benzimidazol-1-yl)-8-azabicyclo[3.2.1]oct-8-yl]-2-phenylbutyl}benzenesulfonamide

Guidance literature:: Multi-step reaction with 9 steps

1: ethanol; water

2: lithium borohydride / tetrahydrofuran / 2 h / Reflux

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

4: sodium tris(acetoxy)borohydride / dichloromethane / 18 h / 20 °C

5: ammonium hydroxide; hydrogen / ethanol / 18 h / 20 °C / 2585.81 Torr

6: N-ethyl-N,N-diisopropylamine / dichloromethane

7: sodium hydride / tetrahydrofuran

8: mercaptoacetic acid; lithium hydroxide / N,N-dimethyl-formamide / 2 h / 20 °C

9: N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C

With ammonium hydroxide; lithium borohydride; hydrogen; sodium tris(acetoxy)borohydride; sodium hydride; Dess-Martin periodane; mercaptoacetic acid; N-ethyl-N,N-diisopropylamine; lithium hydroxide; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2011.01.030