3-Hydroxy-5-cholenoylglycine

Base Information

• Chemical Name: 3-Hydroxy-5-cholenoylglycine
• CAS No.: 69776-17-6
• Molecular Formula: C₂₆H₄₁NO₄
• Molecular Weight: 431.616
• DSSTox Substance ID: DTXSID10989953
• Wikidata: Q82979240
• ChEMBL ID: CHEMBL3736327
• Mol file: 69776-17-6.mol

Synonyms:3 beta-hydroxy-5-cholenoyl glycine;3-hydroxy-5-cholenoylglycine

Chemical Property of 3-Hydroxy-5-cholenoylglycine

Chemical Property:

• Vapor Pressure: 1.16E-18mmHg at 25°C
• Melting Point: 193 - 196 °C
• Boiling Point: 632.6°C at 760 mmHg
• Flash Point: 336.4°C
• PSA: 86.63000
• Density: 1.15g/cm³
• LogP: 4.93430
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 431.30355879
• Heavy Atom Count: 31
• Complexity: 748

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(CCC(=O)NCC(=O)O)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C
• Isomeric SMILES: C[C@H](CCC(=O)NCC(=O)O)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O)C)C

Technology Process of 3-Hydroxy-5-cholenoylglycine

There total 4 articles about 3-Hydroxy-5-cholenoylglycine 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: 67.0%

3β-hydroxy-5-cholenoic acid (5255-17-4) + glycine (56-40-6,18875-39-3,25718-94-9) → 3β-hydroxy-5-cholen-24-oyl-glycin (69776-17-6)

Guidance literature:

3β-hydroxy-5-cholenoic acid; With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 0 ℃; for 0.416667h; Inert atmosphere;

glycine; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 16h; chemoselective reaction; Inert atmosphere;

DOI:10.1016/j.ejmech.2015.08.048

Reference yield:

3β-hydroxy-5-cholenoic acid (5255-17-4) + glycine ethyl ester hydrochloride (623-33-6) → 3β-hydroxy-5-cholen-24-oyl-glycin (69776-17-6)

Guidance literature:

With diethylphosphoryl cyanide; triethylamine; In N,N-dimethyl-formamide; for 4h; Ambient temperature;

DOI:10.1016/S0039-128X(84)80015-X

Reference yield:

methyl 3β-hydroxy-5-cholen-24-oyl-glycinate (95013-40-4) → 3β-hydroxy-5-cholen-24-oyl-glycin (69776-17-6)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; methanol; water; Ambient temperature;

DOI:10.1248/cpb.32.3088

upstream raw materials:

3β-hydroxy-5-cholenoic acid

glycine ethyl ester hydrochloride

methyl 3β-hydroxy-5-cholen-24-oyl-glycinate

glycine