Isopropyl 2-(4-Isobutylphenyl)propanoate

Base Information

• Chemical Name: Isopropyl 2-(4-Isobutylphenyl)propanoate
• CAS No.: 64622-17-9
• Molecular Formula: C₁₆H₂₄O₂
• Molecular Weight: 248.365
• DSSTox Substance ID: DTXSID001207287
• Nikkaji Number: J33.656D
• ChEMBL ID: CHEMBL2235846
• Mol file: 64622-17-9.mol

Synonyms:Isopropyl 2-(4-Isobutylphenyl)propanoate;64622-17-9;Ibuprofen Isopropyl Ester;Propan-2-yl 2-[4-(2-methylpropyl)phenyl]propanoate;Ibuprofen isopropyl;SCHEMBL3478867;CHEMBL2235846;DTXSID001207287;MFCD00869910;BS-48036;CS-0161611;D81478;1-Methylethyl alpha-methyl-4-(2-methylpropyl)benzeneacetate;2-(4-ISOBUTYLPHENYL)-PROPIONIC ACID ISOPROPYL ESTER

Chemical Property of Isopropyl 2-(4-Isobutylphenyl)propanoate

Chemical Property:

• Boiling Point: 316.3±11.0 °C(Predicted)
• Density: 0.958±0.06 g/cm3(Predicted)
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Sparingly)
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 248.177630004
• Heavy Atom Count: 18
• Complexity: 250

Purity/Quality:

98% ^*data from raw suppliers

IbuprofenIsopropylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)CC1=CC=C(C=C1)C(C)C(=O)OC(C)C
• Uses: Ibuprofen Isopropyl Ester is a prodrug of Ibuprofen (I140000). It might improve topical delivery of ibuprofen.

Technology Process of Isopropyl 2-(4-Isobutylphenyl)propanoate

There total 10 articles about Isopropyl 2-(4-Isobutylphenyl)propanoate 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: 92.0%

ibuprofen (15687-27-1,58560-75-1) + isopropyl alcohol (67-63-0,8013-70-5) → isopropyl 2-(4-isobutyl-phenyl)propionate (64622-17-9)

Guidance literature:

With silica gel-immobilized perchloric acid; at 80 ℃; for 14h; Inert atmosphere; Neat (no solvent);

DOI:10.1021/jo900614s

Reference yield: 87.0%

(S)-ibuprofen (51146-56-6,58560-75-1) + isopropyl alcohol (67-63-0,8013-70-5) → propan-2-yl 2-[4-(2-methylpropyl)phenyl]propanoate (64622-17-9)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃;

DOI:10.1007/s00044-011-9866-z

Reference yield:

ibuprofen (15687-27-1,58560-75-1) + isopropyl alcohol (67-63-0,8013-70-5) → propan-2-yl 2-[4-(2-methylpropyl)phenyl]propanoate (64622-17-9) + (R)-ibuprofen isopropyl ester (64622-17-9)

Guidance literature:

With Novozym 435; enantioselective reaction;

DOI:10.1016/j.molcatb.2012.06.016

upstream raw materials:

(+/-)-2-(4-isobutylphenyl)propanoyl chloride

isopropyl alcohol

ibuprofen

(R,S)-ibuprofen vinyl ester

Refernces

• 1、 Shunmugadhas, Ganesan,Kumar, Suresh,Kumaresan, Sudalaiandi. "Potash alum [KAL(SO4)2.12H2O] catalysed esterification of formylphenoxyaliphatic acids". . p. 857 - 863,7. Retrieved 2020/09/09.
• 2、 Ashraf, Zaman,Imran, Muhammad,Amin, Shahid. "Synthesis, characterization and in vitro hydrolysis studies of ester and amide prodrugs of dexibuprofen". . p. 3361 - 3368. Retrieved 2013/02/23.