12-KETOLITHOCHOLIC ACID ACETATE, METHYL ESTER

Base Information

• Chemical Name: 12-KETOLITHOCHOLIC ACID ACETATE, METHYL ESTER
• CAS No.: 5143-55-5
• Molecular Formula: C27H42O5
• Molecular Weight: 446.627
• Mol file: 5143-55-5.mol

Synonyms:METHYL ACETOXYKETOCHOLANATE;METHYL-3-ALPHA-ACETOXY-12-KETOCHOLANATE;5BETA-CHOLANIC ACID-3ALPHA-OL-12-ONE 3-ACETATE METHYL ESTER;5-BETA-CHOLANIC ACID-3-ALPHA-OL-12-ONE ACETATE METHYL ESTER;12-KETOLITHOCHOLIC ACID ACETATE, METHYL ESTER

Chemical Property of 12-KETOLITHOCHOLIC ACID ACETATE, METHYL ESTER

Chemical Property:

• PSA: 69.67000
• LogP: 5.34530

Purity/Quality:

99.90% ^*data from raw suppliers

12-KETOLITHOCHOLIC ACID ACETATE, METHYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 12-KETOLITHOCHOLIC ACID ACETATE, METHYL ESTER

There total 42 articles about 12-KETOLITHOCHOLIC ACID ACETATE, METHYL ESTER 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: 95.0%

methyl 3α-acetoxy-12-oxo-5β-chol-9(11)-en-24-oate (4472-02-0) → methyl 3α-acetoxy-12-oxo-5β-cholan-24-oate (5143-55-5)

Guidance literature:

methyl 3α-acetoxy-12-oxo-5β-chol-9(11)-en-24-oate; With hydrogen; palladium 10% on activated carbon; In ethyl acetate; at 45 - 50 ℃; for 18h;

With pyridinium chlorochromate; In ethyl acetate; at 20 ℃; for 2h;

With hydrogen; palladium on activated charcoal; In ethyl acetate; at 45 - 50 ℃; for 18h; under 2585.81 Torr;

Reference yield: 95.0%

methyl 3α-acetoxy-12α-hydroxy-5β-cholan-24-oate (27240-83-1) → methyl 3α-acetoxy-12-oxo-5β-cholan-24-oate (5143-55-5)

Guidance literature:

With potassium dichromate; In water; acetic acid; at 20 ℃; for 20h;

DOI:10.1016/S0957-4166(01)00490-6

Reference yield: 88.0%

methyl 3α-acetoxy-12-hydroxy-9(11)-cholenate (24637-47-6,24637-48-7) → methyl 3α-acetoxy-12-oxo-5β-cholan-24-oate (5143-55-5)

Guidance literature:

methyl 3α-acetoxy-12-hydroxy-9(11)-cholenate; With pyridinium chlorochromate; In ethyl acetate; at 20 - 25 ℃; for 3.5h;

With palladium on activated charcoal; hydrogen; In ethyl acetate; at 45 - 50 ℃; for 6h; under 2585.81 Torr;

upstream raw materials:

methyl 3α-acetoxy-12α-hydroxy-5β-cholan-24-oate

12-oxolithocholic acid

3α-acetoxy-11β-bromo-12-oxo-5β-cholan-24-oic acid methyl ester

Deoxycholic acid

Downstream raw materials:

methyl 3α-acetoxy-12α-hydroxy-5β-cholan-24-oate

12-oxolithocholic acid

C₃₄H₅₀N₂O₆S

3α-hydroxy-12α-N-(3,5-dimethylbenzoyl)amino-5β-cholan-24-oic acid

Refernces

• 1、 Rosenfeld,Gallagher. "-". . p. 4367,4369. Retrieved 1955.
• 2、 Iida, Takashi,Namegawa, Kazunari,Nakane, Naoya,Iida, Kyoko,Hofmann, Alan Frederick,Omura, Kaoru. "Chemical synthesis of uncommon natural bile acids: The 9α-hydroxy derivatives of chenodeoxycholic and lithocholic acids". . p. 1397 - 1402. Retrieved 2016/10/03.
• 3、 Popadyuk, Irina I.,Markov, Andrey V.,Salomatina, Oksana V.,Logashenko, Evgeniya B.,Shernyukov, Andrey V.,Zenkova, Marina A.,Salakhutdinov, Nariman F.. "Synthesis and biological activity of novel deoxycholic acid derivatives". . p. 5022 - 5034. Retrieved 2015/08/03.