N-benzyl-N-methyl-3α,7α,12α-tris[(phenylaminocarbonyl)amino]-5β-cholan-24-amide

Base Information

• Chemical Name: N-benzyl-N-methyl-3α,7α,12α-tris[(phenylaminocarbonyl)amino]-5β-cholan-24-amide
• CAS No.: 1600520-70-4
• Molecular Formula: C₅₃H₆₇N₇O₄
• Molecular Weight: 866.159
• Mol file: 1600520-70-4.mol

Synonyms:N-benzyl-N-methyl-3α,7α,12α-tris[(phenylaminocarbonyl)amino]-5β-cholan-24-amide

Chemical Property of N-benzyl-N-methyl-3α,7α,12α-tris[(phenylaminocarbonyl)amino]-5β-cholan-24-amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-benzyl-N-methyl-3α,7α,12α-tris[(phenylaminocarbonyl)amino]-5β-cholan-24-amide

There total 7 articles about N-benzyl-N-methyl-3α,7α,12α-tris[(phenylaminocarbonyl)amino]-5β-cholan-24-amide 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: 65.0%

3α,7α,12α-tris[(phenylaminocarbonyl)amino]-5β-cholic acid (1243065-14-6) + benzyl-methyl-amine (103-67-3) → N-benzyl-N-methyl-3α,7α,12α-tris[(phenylaminocarbonyl)amino]-5β-cholan-24-amide (1600520-70-4)

Guidance literature:

With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1039/c4cc01256a

Reference yield:

methyl 3α,7α,12α-triamino-5β-cholan-24-oate (187730-66-1) → N-benzyl-N-methyl-3α,7α,12α-tris[(phenylaminocarbonyl)amino]-5β-cholan-24-amide (1600520-70-4)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine; dmap / tetrahydrofuran / 16 h / Reflux

2: lithium hydroxide; water / methanol / 4 h / Reflux

3: triethylamine; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide / N,N-dimethyl-formamide / 16 h / 20 °C / Inert atmosphere

With dmap; water; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; lithium hydroxide; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1039/c4cc01256a

Reference yield:

cholic acid (81-25-4) → N-benzyl-N-methyl-3α,7α,12α-tris[(phenylaminocarbonyl)amino]-5β-cholan-24-amide (1600520-70-4)

Guidance literature:

Multi-step reaction with 7 steps

1.1: sulfuric acid / 24 h / 20 °C

2.1: calcium hypochlorite; potassium bromide / acetic acid; water / 16 h / 20 °C / Cooling with ice

3.1: hydroxylamine hydrochloride; potassium acetate / methanol / 16 h / Reflux

4.1: hydrogen; platinum(IV) oxide hydrate / acetic acid / 72 h / 20 °C / 39003.9 Torr

4.2: 16 h / 20 °C

5.1: triethylamine; dmap / tetrahydrofuran / 16 h / Reflux

6.1: lithium hydroxide; water / methanol / 4 h / Reflux

7.1: triethylamine; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide / N,N-dimethyl-formamide / 16 h / 20 °C / Inert atmosphere

With dmap; calcium hypochlorite; platinum(IV) oxide hydrate; sulfuric acid; hydroxylamine hydrochloride; water; hydrogen; potassium acetate; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; potassium bromide; lithium hydroxide; In tetrahydrofuran; methanol; water; acetic acid; N,N-dimethyl-formamide;

DOI:10.1039/c4cc01256a

upstream raw materials:

3,7,12-tris-hydroxyimino-5β-cholanoic acid-(24)-methyl ester

methyl 3α,7α,12α-triamino-5β-cholan-24-oate

cholic acid

3α,7α,12α-tris[(phenylaminocarbonyl)amino]-5β-cholic acid

Refernces