4-[(3α)-(N-methyl-2-nitrobenzylsulfamoyl)-24-nor-5α,22E-chola-7,22-dien-23-yl]-1,3-dimethylpyridinium iodide

Base Information

Chemical Name:4-[(3α)-(N-methyl-2-nitrobenzylsulfamoyl)-24-nor-5α,22E-chola-7,22-dien-23-yl]-1,3-dimethylpyridinium iodide
CAS No.:1542168-63-7
Molecular Formula:C₃₇H₅₀N₃O₄S*I
Molecular Weight:759.792
Hs Code.:

Synonyms:4-[(3α)-(N-methyl-2-nitrobenzylsulfamoyl)-24-nor-5α,22E-chola-7,22-dien-23-yl]-1,3-dimethylpyridinium iodide

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Chemical Property of 4-[(3α)-(N-methyl-2-nitrobenzylsulfamoyl)-24-nor-5α,22E-chola-7,22-dien-23-yl]-1,3-dimethylpyridinium iodide

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Technology Process of 4-[(3α)-(N-methyl-2-nitrobenzylsulfamoyl)-24-nor-5α,22E-chola-7,22-dien-23-yl]-1,3-dimethylpyridinium iodide

There total 7 articles about 4-[(3α)-(N-methyl-2-nitrobenzylsulfamoyl)-24-nor-5α,22E-chola-7,22-dien-23-yl]-1,3-dimethylpyridinium iodide 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: 94.0%

: 1542168-62-6
N-methyl-N-[(3α)-23-(3-methylpyridin-4-yl)-24-nor-5α,22E-chola-7,22-dien-3-yl]-2-nitrobenzenesulfonamide

: 74-88-4
methyl iodide

: 1542168-63-7
4-[(3α)-(N-methyl-2-nitrobenzylsulfamoyl)-24-nor-5α,22E-chola-7,22-dien-23-yl]-1,3-dimethylpyridinium iodide

Guidance literature:: In acetone; for 1h; Reflux;
DOI:10.1016/j.tet.2013.11.065

Reference yield:

: 583-58-4
3,4-Lutidin

: 1542168-63-7
4-[(3α)-(N-methyl-2-nitrobenzylsulfamoyl)-24-nor-5α,22E-chola-7,22-dien-23-yl]-1,3-dimethylpyridinium iodide

Guidance literature:: Multi-step reaction with 6 steps

1.1: lithium diisopropyl amide / tetrahydrofuran; hexane / 1 h

1.2: 0.08 h / -78 °C

2.1: triethylamine / chloroform / 1 h / 20 °C

3.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / chloroform / 72 h / Reflux

4.1: sodium hydroxide; water / tetrahydrofuran / 12 h / Reflux

5.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

6.1: acetone / 1 h / Reflux

With water; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; triphenylphosphine; sodium hydroxide; lithium diisopropyl amide; diethylazodicarboxylate; In tetrahydrofuran; hexane; chloroform; acetone; 5.1: |Mitsunobu Displacement;
DOI:10.1016/j.tet.2013.11.065

Reference yield:

: 1542168-54-6
(3β)-acetoxy-23-(3-methylpyridin-4-yl)-24-nor-5α,22E-chola-7,22-diene

: 1542168-63-7
4-[(3α)-(N-methyl-2-nitrobenzylsulfamoyl)-24-nor-5α,22E-chola-7,22-dien-23-yl]-1,3-dimethylpyridinium iodide

Guidance literature:: Multi-step reaction with 3 steps

1: sodium hydroxide; water / tetrahydrofuran / 12 h / Reflux

2: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

3: acetone / 1 h / Reflux

With water; triphenylphosphine; sodium hydroxide; diethylazodicarboxylate; In tetrahydrofuran; acetone; 2: |Mitsunobu Displacement;
DOI:10.1016/j.tet.2013.11.065