1202007-31-5

Basic information

• Product Name: (2-benzylphenyl)[1-(3,3-dimethyloxiranyl)methylidene]amine
• Synonyms: (2-benzylphenyl)[1-(3,3-dimethyloxiranyl)methylidene]amine
• CAS NO: 1202007-31-5
• Molecular Weight: 265.355
• Mol File: 1202007-31-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (2-benzylphenyl)[1-(3,3-dimethyloxiranyl)methylidene]amine(CAS DataBase Reference)
• NIST Chemistry Reference: (2-benzylphenyl)[1-(3,3-dimethyloxiranyl)methylidene]amine(1202007-31-5)
• EPA Substance Registry System: (2-benzylphenyl)[1-(3,3-dimethyloxiranyl)methylidene]amine(1202007-31-5)

Safety Data

• Hazardous Substances Data: 1202007-31-5(Hazardous Substances Data)

Upstream product

• 5369-62-0 (+/-)-3,3-dimethyloxirane-2-carboxaldehyde 
• 28059-64-5 2-benzylaniline 

Relevant articles and documents

Diastereo- and enantioselective synthesis of functionalized β-lactams from oxiranecarbaldimines and lithium ester enolates

The addition of nucleophiles like lithium ester enolates 6 to oxiranecarbaldimines 1 leads to new oxiranyl-functionalised β-lactams 7 in excellent enantio- and diastereoselectivity. A simple one-pot procedure affords β-lactams (azetidin-2-ones) with three or four neighbouring stereogenic centres and unlike preference. Products resulting from oxirane ring-opening reactions were not observed. An enantiomerically enriched example (2S,3S)-1g gave the corresponding β-lactam (S,S,R)-7f in excellent enantiomeric excess. According to quantum chemical calculations the observed diastereoselectivity is the result of a diastereofacial differentiation of the two faces of the iminic double bond in the transition state.