863239-59-2

Basic information

• Product Name: (E/Z)-3α-hydroxy-6-ethylidene-7-keto-5β-cholan-24-oic acid Methyl ester
• Synonyms: (E/Z)-3α-hydroxy-6-ethylidene-7-keto-5β-cholan-24-oic acid Methyl ester;Obeticholic Acid inter. OB-4;(E/Z)-3α-hydroxy-6-ethylidene-7-keto-5β-cholan-24-oic acid Methyl estereo;(3alpha,5beta)-6-Ethylidene-3-hydroxy-7-oxocholan-24-oic acid methyl ester;(3apha,5beta)-6-Ethylidene-3-hydroxy-7-oxocholan-24-oic acid methyl ester;(E/Z)-3α-hydroxy-6-ethylidene-7-keto-5β-cholan-24-oic acid;route 3 N-2 intermediate;OCA-E
• CAS NO: 863239-59-2
• Molecular Formula: C₂₇H₄₂O₄
• Molecular Weight: 430.61998
• EINECS: -0
• Product Categories: Ocaliva intermediate
• Mol File: 863239-59-2.mol
• Article Data: 19

Chemical Properties

• Boiling Point: 534.3±43.0 °C(Predicted)
• Appearance: /
• Density: 1.104±0.06 g/cm3(Predicted)
• PKA: 14.94±0.70(Predicted)
• CAS DataBase Reference: (E/Z)-3α-hydroxy-6-ethylidene-7-keto-5β-cholan-24-oic acid Methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (E/Z)-3α-hydroxy-6-ethylidene-7-keto-5β-cholan-24-oic acid Methyl ester(863239-59-2)
• EPA Substance Registry System: (E/Z)-3α-hydroxy-6-ethylidene-7-keto-5β-cholan-24-oic acid Methyl ester(863239-59-2)

Safety Data

• Hazardous Substances Data: 863239-59-2(Hazardous Substances Data)

Usage

Uses

Methyl (3α,5β)-6-Ethylidene-3-hydroxy-7-oxo-cholan-24-oate is used as a reactant in the preparation of dual agonists of nuclear and membrane bile acid receptors.

Upstream product

• 67-56-1 methanol 
• 915038-24-3 (E/Z)-3α-hydroxy-6-ethylidene-7-keto-5β-cholan-24-oic acid 
• 75-07-0 acetaldehyde 
• 77341-09-4 methyl 3α-(trimethylsilyloxy)-7-keto-5β-cholan-24-oate 
• 10538-59-7 7-ketolithocholic methyl ester 
• 52759-80-5 methyl 3α-7α-ditrimethylsilyloxy-5β-chol-6-en-24-oate 
• 4651-67-6 7-Ketolithocholic acid 
• 474-25-9 chenodeoxycholic acid 
• 863239-58-1 3α,7α-bis((trimethylsilyl)oxy)-6-ene-5β-cholanic acid methyl ester 

Downstream Products

• 915038-26-5 (3α,5β,6α)-6-ethyl-3-hydroxy-7-oxocholan-24-oic acid 
• 915038-24-3 (E/Z)-3α-hydroxy-6-ethylidene-7-keto-5β-cholan-24-oic acid 
• 1537866-42-4 6α-ethyl-3α-formyloxy-7-keto-5β-cholan-24-oic acid 
• 1537866-43-5 6α-ethyl-3α-formyloxy-7-keto-24-nor-5β-cholan-23-nitrile 
• 1537866-44-6 6α-ethyl-3α-hydroxy-7-keto-24-nor-5β-cholan-23-oic acid 
• 1612191-83-9 3α,7α-dihydroxy-6α-ethyl-24-nor-5β-cholan-23-oic acid 
• 915038-25-4 3α-hydroxy-6β-ethyl-7-keto-5β-cholane-24-oic acid 
• 1000310-89-3 3α-tetrahydropyranyl hydroxy-6α-ethyl-7-keto-5β-cholan-24-oic acid 
• 1000310-91-7 3α-tetrahydropyranyloxy-6α-ethyl-7-keto-24-nor-5β-cholan-23-iodide 
• 1000310-93-9 3α-hydroxy-6α-ethyl-7-keto-24-nor-5β-cholan-23-iodide 
• 1000310-95-1 3α-tert-butyldimethylsilyloxy-6α-ethyl-7-keto-24-nor-5β-cholan-23-iodide 
• 1000310-97-3 3α-tert-butyldimethylsilyloxy-6α-ethyl-7-keto-24-nor-5β-cholan-23-ole 
• 1000310-99-5 3α-tert-butyldimethylsilyloxy-7α-hydroxy-6α-ethyl-24-nor-5β-cholan-23-ole 
• 1000311-02-3 3α-tert-butyldimethylsilyloxy-7α-hydroxy-6α-ethyl-24-nor-5β-cholan-23-sulphate triethylammonium salt 

Relevant articles and documents

PROCESS FOR THE PREPARATION OF 3α,7α-DIHYDROXY6α-ETHYL-5β-CHOLAN-24-OIC ACID

The present invention relates to an improved process for the preparation of 3α,7α-dihydroxy-6α-ethyl-5β-cholan-24-oic acid compound of formula-1, represented by the following structural formula: Formula-1 The present invention also relates to process for the preparation of ethylene diamine and tertiary butyl amine salts of 3α,7α-dihydroxy-6α-ethyl-5β-cholan-24-oic acid which are useful in the preparation of pure 3α,7α-dihydroxy-6α-ethyl-5β-cholan-24-oic acid.

Process Research and Impurity Control Strategy for Obeticholic Acid, a Farnesoid X Receptor Agonist

The process to obtain ICH-grade quality obeticholic acid (OCA) was improved, and the overall yield was 25.9%. The critical process parameters were established to reduce or avoid process-related impurities. The formation mechanisms, purge pathways, and control strategies for these impurities were also discussed for the first time. An high-performance liquid chromatography instrument utilizing the charged aerosol detection technique was applied for an impurity content assay in OCA for the first time. The developed process was robust and suitable for manufacturing scale-up.

New obeticholic acid preparation method

The invention relates to an obeticholic acid (represented by a structure formula 7) preparation method, which has characteristics of less purification steps, simple and convenient operation, high yield and low environmental pollution, and is suitable for industrial production. The formula 7 is defined in the specification.