(Z)-N-[(2R)-1-hydroxy-3-(4-hydroxyphenyl)propan-2-yl]octadec-9-enamide

Base Information

• Chemical Name: (Z)-N-[(2R)-1-hydroxy-3-(4-hydroxyphenyl)propan-2-yl]octadec-9-enamide
• CAS No.: 616884-63-0
• Molecular Formula: C27H45NO3
• Molecular Weight: 431.65100
• UNII: S8GQN2QT3H
• Nikkaji Number: J2.384.729I
• Pharos Ligand ID: T62Q7A474FRS
• ChEMBL ID: CHEMBL1316265
• Mol file: 616884-63-0.mol

Synonyms:OMDM-2 cpd

Chemical Property of (Z)-N-[(2R)-1-hydroxy-3-(4-hydroxyphenyl)propan-2-yl]octadec-9-enamide

Chemical Property:

• Melting Point: 88-89 °C
• Boiling Point: 625.8±55.0 °C(Predicted)
• PKA: 9.96±0.15(Predicted)
• PSA: 69.56000
• Density: 0.999±0.06 g/cm3(Predicted)
• LogP: 6.84020
• Storage Temp.: Store at +4°C
• XLogP3: 8
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 19
• Exact Mass: 431.33994430
• Heavy Atom Count: 31
• Complexity: 444

Purity/Quality:

97% ^*data from raw suppliers

OMDM-2 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCCCCCCCC=CCCCCCCCC(=O)NC(CC1=CC=C(C=C1)O)CO
• Isomeric SMILES: CCCCCCCC/C=C\CCCCCCCC(=O)N[C@H](CC1=CC=C(C=C1)O)CO
• Uses: OMDM-2 is a potent and selective inhibitor of anandamide cellular uptake (ACU).

Technology Process of (Z)-N-[(2R)-1-hydroxy-3-(4-hydroxyphenyl)propan-2-yl]octadec-9-enamide

There total 2 articles about (Z)-N-[(2R)-1-hydroxy-3-(4-hydroxyphenyl)propan-2-yl]octadec-9-enamide 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: 83.0%

cis-Octadecenoic acid (112-80-1,2027-47-6) + (R)-tyrosinol hydrochloride (40829-04-7) → OMDM-2 (616884-63-0)

Guidance literature:

cis-Octadecenoic acid; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 0.75h;

(R)-tyrosinol hydrochloride; With TEA; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1016/j.bmc.2004.07.026

Reference yield: 82.0%

cis-Octadecenoic acid (112-80-1,2027-47-6) + (S)-tyrosinol hydrochloride (87745-27-5,40829-04-7) → OMDM-1 (616884-63-0)

Guidance literature:

cis-Octadecenoic acid; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 0.75h;

(S)-tyrosinol hydrochloride; With TEA; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1016/j.bmc.2004.07.026

upstream raw materials:

cis-Octadecenoic acid

(R)-tyrosinol hydrochloride

(S)-tyrosinol hydrochloride