72203-95-3

Basic information

• Product Name: ((S)-2-Methoxymethyl-pyrrolidin-1-yl)-[3-methyl-but-(E)-ylidene]-amine
• Synonyms: ((S)-2-Methoxymethyl-pyrrolidin-1-yl)-[3-methyl-but-(E)-ylidene]-amine
• CAS NO: 72203-95-3
• Molecular Weight: 198.308
• Mol File: 72203-95-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: ((S)-2-Methoxymethyl-pyrrolidin-1-yl)-[3-methyl-but-(E)-ylidene]-amine(CAS DataBase Reference)
• NIST Chemistry Reference: ((S)-2-Methoxymethyl-pyrrolidin-1-yl)-[3-methyl-but-(E)-ylidene]-amine(72203-95-3)
• EPA Substance Registry System: ((S)-2-Methoxymethyl-pyrrolidin-1-yl)-[3-methyl-but-(E)-ylidene]-amine(72203-95-3)

Safety Data

• Hazardous Substances Data: 72203-95-3(Hazardous Substances Data)

Upstream product

• 59983-39-0 (S)-1-amino-2-(methoxymethyl)pyrrolidine 
• 590-86-3 isovaleraldehyde 

Downstream Products

• 61-90-5 L-leucine 
• 877081-01-1 (1S,2R)-2-{[2-(trimethylsilyl)ethoxy]methyl}-3-methyl-1-phenyl-N-tosylbutan-1-amine 
• 877081-06-6 (2S,3S)-3-isopropyl-2-phenyl-1-tosylazetidine 

Relevant articles and documents

Asymmetric synthesis of β-substituted γ-lactams employing the samp-/ramp-hydrazone methodology. Application to the synthesis of (R-(-)-baclofen

A short and efficient asymmetric synthesis of β-substituted γ-lactams is described. Key steps are the α-alkylation of aldehyde SAMP-hydrazones with alkyl bromoacetates, their MMPP mediated conversion to the corresponding nitriles and a reductive cyclization with Raney Ni or Ni boride to the title pyrrolidin-2-ones. The β-substituted γ-lactams are obtained in three steps, good overall yields (27-78%) and excellent enantiomeric excesses (ee=93-99%). The applicability of this procedure for the asymmetric synthesis of GABAs (γ-aminobutyric acids) is demonstrated for (R-(-)-baclofen hydrochloride, which is obtained in 4 steps 55% yield and 94% ee.