6α-ethyl-3α-formyloxy-7-keto-5β-cholan-24-oic acid

Base Information

• Chemical Name: 6α-ethyl-3α-formyloxy-7-keto-5β-cholan-24-oic acid
• CAS No.: 1537866-42-4
• Molecular Formula: C₂₇H₄₂O₅
• Molecular Weight: 446.627
• Mol file: 1537866-42-4.mol

Synonyms:6α-ethyl-3α-formyloxy-7-keto-5β-cholan-24-oic acid

Chemical Property of 6α-ethyl-3α-formyloxy-7-keto-5β-cholan-24-oic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6α-ethyl-3α-formyloxy-7-keto-5β-cholan-24-oic acid

There total 7 articles about 6α-ethyl-3α-formyloxy-7-keto-5β-cholan-24-oic acid 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: 81.0%

formic acid (64-18-6) + (3α,5β,6α)-6-ethyl-3-hydroxy-7-oxocholan-24-oic acid (915038-26-5) → 6α-ethyl-3α-formyloxy-7-keto-5β-cholan-24-oic acid (1537866-42-4)

Guidance literature:

formic acid; (3α,5β,6α)-6-ethyl-3-hydroxy-7-oxocholan-24-oic acid; With perchloric acid; In water; at 47 - 50 ℃; for 6h;

With acetic anhydride; In water; at 40 ℃; for 0.333333h;

DOI:10.1021/jm401873d

Reference yield:

3α-hydroxy-6-ethylidene-7-keto-5β-cholan-24-carboxylic acid methyl ester (863239-59-2,1516887-31-2) → 6α-ethyl-3α-formyloxy-7-keto-5β-cholan-24-oic acid (1537866-42-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 5%-palladium/activated carbon; hydrogen / methanol; tetrahydrofuran / 8 h / 20 °C / Inert atmosphere

2.1: sodium hydroxide / methanol; water / Reflux

3.1: perchloric acid / water / 6 h / 47 - 50 °C

3.2: 0.33 h / 40 °C

With perchloric acid; 5%-palladium/activated carbon; hydrogen; sodium hydroxide; In tetrahydrofuran; methanol; water; 3.1: |Fischer-Speier Esterification;

DOI:10.1021/jm401873d

Reference yield:

(E/Z)-3α-hydroxy-6-ethylidene-7-keto-5β-cholan-24-oic acid (915038-24-3) → 6α-ethyl-3α-formyloxy-7-keto-5β-cholan-24-oic acid (1537866-42-4)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydroxide; hydrogen; palladium 10% on activated carbon / water / 16 h / 100 °C / 775.74 Torr

2: perchloric acid / tetrahydrofuran / 12 h / 30 - 50 °C

With perchloric acid; palladium 10% on activated carbon; hydrogen; sodium hydroxide; In tetrahydrofuran; water;

upstream raw materials:

3α-hydroxy-6α-ethyl-7-keto-5β-cholanic acid methyl ester

3α-hydroxy-6-ethylidene-7-keto-5β-cholan-24-carboxylic acid methyl ester

formic acid

(3α,5β,6α)-6-ethyl-3-hydroxy-7-oxocholan-24-oic acid

Refernces

• 1、 -. "Compound for treating metabolic diseases as well as preparation method and application thereof". . . Retrieved 2019/07/04.