Methyl (3beta,5beta)-3-hydroxycholan-24-oate

Base Information

• Chemical Name: Methyl (3beta,5beta)-3-hydroxycholan-24-oate
• CAS No.: 5405-42-5
• Molecular Formula: C₂₅H₄₂O₃
• Molecular Weight: 390.607
• DSSTox Substance ID: DTXSID601282564
• Wikidata: Q63396418
• Mol file: 5405-42-5.mol

Synonyms:Methyl (3beta,5beta)-3-hydroxycholan-24-oate;5405-42-5;DTXSID601282564;3beta-Hydroxy-5beta-cholan-24-oic acid Methyl ester;Q63396418

Chemical Property of Methyl (3beta,5beta)-3-hydroxycholan-24-oate

Chemical Property:

• Melting Point: 113-115 °C
• Boiling Point: 474.1±18.0 °C(Predicted)
• PKA: 15.14±0.70(Predicted)
• Density: 1.038±0.06 g/cm3(Predicted)
• Solubility.: DCM, Ethyl Acetate
• XLogP3: 6.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 390.31339520
• Heavy Atom Count: 28
• Complexity: 588

Purity/Quality:

Methyl Isolithocholate-d7 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(CCC(=O)OC)C1CCC2C1(CCC3C2CCC4C3(CCC(C4)O)C)C
• Isomeric SMILES: C[C@H](CCC(=O)OC)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC[C@H]4[C@@]3(CC[C@@H](C4)O)C)C
• Uses: Methyl Isolithocholate-d7 is a labelled cholic acid derivative as TGR5 modulator. Found in ox bile, human bile, rabbit bile, and in ox and pig gallstones.

Technology Process of Methyl (3beta,5beta)-3-hydroxycholan-24-oate

There total 76 articles about Methyl (3beta,5beta)-3-hydroxycholan-24-oate 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: 100.0%

methanol (67-56-1) + Lithocholic acid (434-13-9) → methyl lithocholate (1249-75-8,5405-42-5,15074-01-8,15074-02-9,20231-51-0,63814-53-9,106757-10-2,125412-30-8)

Guidance literature:

With acetyl chloride; at 20 ℃; for 3.3h;

DOI:10.1016/S0968-0896(98)80025-4

Reference yield: 100.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + Lithocholic acid (434-13-9) → methyl lithocholate (1249-75-8,5405-42-5,15074-01-8,15074-02-9,20231-51-0,63814-53-9,106757-10-2,125412-30-8)

Guidance literature:

In diethyl ether; at 20 ℃; for 1h;

DOI:10.1134/S1068162006060124

Reference yield: 100.0%

Lithocholic acid (434-13-9) + diazomethyl-trimethyl-silane (18107-18-1) → methyl lithocholate (1249-75-8,5405-42-5,15074-01-8,15074-02-9,20231-51-0,63814-53-9,106757-10-2,125412-30-8)

Guidance literature:

In methanol; hexane; toluene; at 20 ℃;

DOI:10.1016/j.steroids.2012.07.006

upstream raw materials:

methanol

Isolithocholic acid

3α-hydroxy-5α-cholanic acid

3β-hydroxy-5α-cholan-24-oic acid

Downstream raw materials:

24,24-diphenyl-5α-cholanediol-(3α,24)

24,24-diphenyl-5α-cholanediol-(3β,24)

(R)-methyl 4-((5S,8R,9S,10S,13R,14S,17R)-10,13-dimethyl-3-oxohexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoate

methyl 3β-tosyloxy-5α-cholan-24-oate