106498-32-2

Basic information

• Product Name: (S)-3-Methyl-2-phenylbutylamine
• Synonyms: (S)-3-Methyl-2-phenylbutylamine;(S)-β-IsopropylphenethylaMine;(+)-2-Phenyl-3-MethylbutylaMine;(S)-PBA;(βS)-β-(1-Methylethyl)benzeneethanaMine;(S)-3-methyl-2-phenylbutan-1-amine
• CAS NO: 106498-32-2
• Molecular Formula: C₁₁H₁₇N
• Molecular Weight: 163.26
• Product Categories: Amines;Aromatics;Chiral Reagents;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 106498-32-2.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 236.278 °C at 760 mmHg
• Flash Point: 99.083 °C
• Appearance: /
• Density: 0.924
• PKA: 9.98±0.17(Predicted)
• CAS DataBase Reference: (S)-3-Methyl-2-phenylbutylamine(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-3-Methyl-2-phenylbutylamine(106498-32-2)
• EPA Substance Registry System: (S)-3-Methyl-2-phenylbutylamine(106498-32-2)

Safety Data

• Hazardous Substances Data: 106498-32-2(Hazardous Substances Data)

Usage

Uses

An intermediate in the process for producing optically active Flurbiprofen (F598700).

Upstream product

• 586341-95-9 (3S,4E)-2-methyl-3-phenylhex-4-enoic acid 
• 586341-96-0 (3S,4E)-2-methyl-3-phenylhex-4-en-1-ol 
• 78019-48-4 (2E,4R)-5-methyl-4-phenylhex-2-ene 
• 36004-04-3 ethyl (E)-1-phenylbut-1-en-3-ol 
• 19643-71-1 (2S)-3-methyl-2-phenylbutan-1-ol 
• 84519-63-1 (R,E)-4-phenyl-3-buten-2-yl acetate 
• 62413-47-2 (2R,3E)-4-phenyl-3-buten-2-ol 

Downstream Products

• 267013-77-4 (S)-3-methyl-2-phenylbutylammonium (R)-2-hydroxy-4-phenylbutanoate 

Relevant articles and documents

Enantioselective synthesis of benzylic stereocentres via Claisen rearrangement of enantiomerically pure allylic alcohols: Preparation of (R)- and (S)-3-methyl-2-phenylbutylamine

The Johnson-Claisen rearrangement of enantiopure allylic alcohols in triethylorthopropionate is the key step for the preparation of chiral molecules with benzylic stereogenic carbon atoms bearing an isopropyl moiety. The synthetic procedure is applied to the preparation of (R)- and (S)-3-methyl-2-phenylbutylamine.