N-(5α-cholestan-3β-yl)-3,3-bis(3-chloro-4-methoxy-5-methoxycarbonylphenyl)-2-propenamide

Base Information

• Chemical Name: N-(5α-cholestan-3β-yl)-3,3-bis(3-chloro-4-methoxy-5-methoxycarbonylphenyl)-2-propenamide
• CAS No.: 261786-52-1
• Molecular Formula: C₄₈H₆₅Cl₂NO₇
• Molecular Weight: 838.953
• Mol file: 261786-52-1.mol

Synonyms:N-(5α-cholestan-3β-yl)-3,3-bis(3-chloro-4-methoxy-5-methoxycarbonylphenyl)-2-propenamide

Chemical Property of N-(5α-cholestan-3β-yl)-3,3-bis(3-chloro-4-methoxy-5-methoxycarbonylphenyl)-2-propenamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(5α-cholestan-3β-yl)-3,3-bis(3-chloro-4-methoxy-5-methoxycarbonylphenyl)-2-propenamide

There total 3 articles about N-(5α-cholestan-3β-yl)-3,3-bis(3-chloro-4-methoxy-5-methoxycarbonylphenyl)-2-propenamide 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: 76.3%

3β-amino-5α-cholestane (2206-21-5) + 3',3''-dichloro-4',4''-dimethoxy-5',5''-bis(methoxycarbonyl)-3,3-diphenylpropenoic acid (207743-06-4) → N-(5α-cholestan-3β-yl)-3,3-bis(3-chloro-4-methoxy-5-methoxycarbonylphenyl)-2-propenamide (261786-52-1)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; N,N-dimethyl-formamide; at 20 ℃; for 48h;

DOI:10.1016/S0968-0896(99)00269-2

Reference yield:

3β-azido-5α-cholestane (14602-53-0) → N-(5α-cholestan-3β-yl)-3,3-bis(3-chloro-4-methoxy-5-methoxycarbonylphenyl)-2-propenamide (261786-52-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 69.7 percent / LiAlH₄ / diethyl ether / 3 h / Heating

2: 76.3 percent / EDCI*HCl; HOBt; triethylamine / dimethylformamide; CH₂Cl₂ / 48 h / 20 °C

With lithium aluminium tetrahydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In diethyl ether; dichloromethane; N,N-dimethyl-formamide; 1: Reduction / 2: Acylation;

DOI:10.1016/S0968-0896(99)00269-2

Reference yield:

3α-iodo-5α-cholestane (29108-97-2) → N-(5α-cholestan-3β-yl)-3,3-bis(3-chloro-4-methoxy-5-methoxycarbonylphenyl)-2-propenamide (261786-52-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 81 percent / sodium azide / dimethylsulfoxide / 5 h / 90 °C

2: 69.7 percent / LiAlH₄ / diethyl ether / 3 h / Heating

3: 76.3 percent / EDCI*HCl; HOBt; triethylamine / dimethylformamide; CH₂Cl₂ / 48 h / 20 °C

With lithium aluminium tetrahydride; sodium azide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In diethyl ether; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; 1: Substitution / 2: Reduction / 3: Acylation;

DOI:10.1016/S0968-0896(99)00269-2

upstream raw materials:

3β-amino-5α-cholestane

3',3''-dichloro-4',4''-dimethoxy-5',5''-bis(methoxycarbonyl)-3,3-diphenylpropenoic acid

3β-azido-5α-cholestane

3α-iodo-5α-cholestane