(R)-Ibuprofenamide

Base Information

• Chemical Name: (R)-Ibuprofenamide
• CAS No.: 121839-78-9
• Molecular Formula: C13H19NO
• Molecular Weight: 205.3
• UNII: LMA883899Q
• DSSTox Substance ID: DTXSID901236322
• Nikkaji Number: J2.323.761J
• Wikidata: Q27283067
• ChEMBL ID: CHEMBL190950
• Mol file: 121839-78-9.mol

Synonyms:(R)-Ibuprofenamide;(-)-Ibuprofenamide;121839-78-9;Ibuprofenamide, (R)-;UNII-LMA883899Q;(R)-2-(4-(Isobutylphenyl)propanamide;LMA883899Q;(2R)-2-[4-(2-methylpropyl)phenyl]propanamide;Benzeneacetamide, alpha-methyl-4-(2-methylpropyl)-, (alphaR)-;Benzeneacetamide, alpha-methyl-4-(2-methylpropyl)-, (R)-;D05OUY;CHEMBL190950;SCHEMBL1883571;DTXSID901236322;AKOS040733415;(R)-2-(4-Isobutyl-phenyl)-propionamide;(R)-alpha-Methyl-4-isobutylbenzeneacetamide;HY-111950;CS-0094370;Q27283067;(alphaR)-alpha-Methyl-4-(2-methylpropyl)benzeneacetamide;BENZENEACETAMIDE, .ALPHA.-METHYL-4-(2-METHYLPROPYL)-, (R)-;BENZENEACETAMIDE, .ALPHA.-METHYL-4-(2-METHYLPROPYL)-, (.ALPHA.R)-

Chemical Property of (R)-Ibuprofenamide

Chemical Property:

• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 205.146664230
• Heavy Atom Count: 15
• Complexity: 205

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CC1=CC=C(C=C1)C(C)C(=O)N
• Isomeric SMILES: C[C@H](C1=CC=C(C=C1)CC(C)C)C(=O)N

Technology Process of (R)-Ibuprofenamide

There total 13 articles about (R)-Ibuprofenamide 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: 91.0%

2-(4-isobutylphenyl)propanenitrile (58609-73-7) → benzeneacetamide-α-methyl-4-(2-methylpropyl) (59512-17-3,89269-73-8,121839-78-9,121839-86-9)

Guidance literature:

With [Ru(η⁶-C₆Me₆)Cl₂(tris(dimethylamino)phosphine)]; water; at 150 ℃; for 1h; Inert atmosphere; Microwave irradiation;

DOI:10.1016/j.tetlet.2011.06.026

Reference yield: 90.0%

(+/-)-2-(4-isobutylphenyl)propanoyl chloride (71381-91-4,114978-05-1,115588-20-0,34715-60-1) → benzeneacetamide-α-methyl-4-(2-methylpropyl) (59512-17-3,89269-73-8,121839-78-9,121839-86-9)

Guidance literature:

With ammonium hydroxide; for 4h; Ambient temperature;

DOI:10.1002/ardp.19833160904

Reference yield: 58.0%

ibuprofen (15687-27-1,58560-75-1) → benzeneacetamide-α-methyl-4-(2-methylpropyl) (59512-17-3,89269-73-8,121839-78-9,121839-86-9)

Guidance literature:

With tris[2-phenylpyridinato-C₂,N]iridium(III); dipotassium hydrogenphosphate; borane-ammonia complex; di-tert-butyl dicarbonate; magnesium chloride; In acetonitrile; at 20 ℃; for 36h; Schlenk technique; Irradiation; Green chemistry;

DOI:10.1039/d1gc01157j

upstream raw materials:

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

ibuprofen

2-(4-isobutylphenyl)propanenitrile

diazomethane

Downstream raw materials:

2-(4-isobutylphenyl)propanenitrile

(R)-ibuprofene

2-(4-Isobutyl-phenyl)-thiopropionamide

α-(1H-Tetrazol-5-yl)-4-(2-methylpropyl)ethylbenzene