1326628-20-9

Basic information

• Product Name: 1-benzyl-N-methoxy-N-methylaziridine-2-carboxamide
• Synonyms: 1-benzyl-N-methoxy-N-methylaziridine-2-carboxamide
• CAS NO: 1326628-20-9
• Molecular Weight: 220.271
• Mol File: 1326628-20-9.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 1-benzyl-N-methoxy-N-methylaziridine-2-carboxamide(CAS DataBase Reference)
• NIST Chemistry Reference: 1-benzyl-N-methoxy-N-methylaziridine-2-carboxamide(1326628-20-9)
• EPA Substance Registry System: 1-benzyl-N-methoxy-N-methylaziridine-2-carboxamide(1326628-20-9)

Safety Data

• Hazardous Substances Data: 1326628-20-9(Hazardous Substances Data)

Upstream product

• 6638-79-5 N,O-dimethylhydroxylamine*hydrochloride 
• 34943-06-1 1-benzylaziridine-2-carboxylic acid ethyl ester 
• 78191-00-1 N-Methoxy-N-methylacetamide 

Downstream Products

• 1309589-31-8 (1-benzyl-3,5-diphenyl-1H-pyrrol-2-yl)methanol 
• 1309589-32-9 (1-benzyl-5-(2-methoxyphenyl)-3-phenyl-1H-pyrrol-2-yl)methanol 
• 1309589-33-0 (1-benzyl-3-phenyl-5-(pyridin-2-yl)-1H-pyrrol-2-yl)methanol 
• 1309589-34-1 (1-benzyl-3-butyl-5-phenyl-1H-pyrrol-2-yl)methanol 
• 1309589-26-1 C₂₄H₂₁NO 
• 1309589-28-3 C₂₃H₂₀N₂O 
• 1309589-30-7 C₂₂H₂₅NO 
• 1309589-27-2 C₂₅H₂₃NO₂ 
• 1309589-29-4 C₂₅H₂₃NO₂ 
• 31907-94-5 1-(1-benzylaziridin-2-yl)ethan-1-one 
• 60692-36-6 2-benzoyl-1-benzylaziridine 

Relevant articles and documents

A Metal-Free Domino Process for Regioselective Synthesis of 1,2,4-Trisubstituted Pyrroles: Application toward the Formal Synthesis of Ningalin B

A new one-pot, transition-metal, acid/base-free domino process is developed for the regioselective synthesis of 1,2,4-trisubstituted pyrroles. The process involves 1,3-dipolar cycloaddition of unsymmetrical azomethine ylide resulting from the thermal C-C bond cleavage of unactivated aziridines with β-bromo-β-nitrostyrene, followed by a cascade of elimination and aromatization reaction sequence to preferentially furnish 1,2,4-trisubstituted pyrroles instead of the expected 1,2,3-trisubstituted pyrroles, in good to excellent yields. Further, the application of the methodology for the formal synthesis of ningalin B is delineated.

Nucleophilic trifluoromethylation of aziridinyl ketones: A convenient access to fluorinated aziridinyl alcohols

A convenient synthesis of α-(aziridin-2-yl)-α-(trifluoromethyl) alcohols starting with ethyl aziridine-2-carboxylates is reported. Grignard reaction with the corresponding Weinreb amides led to aziridin-2-yl ketones, and subsequent treatment with Ruppert-Prakash reagent gave the trimethylsilylated target compounds as mixtures of diastereoisomers, which were desilylated with TBAF. In the case of ethyl 1-((S)-1-phenylethyl)aziridine-2-carboxylate, (S,S)- and (S,R)-aziridin-2-yl ketones were obtained, separated chromatographically and transformed into the desired enantiomerically pure α-trifluoromethylated alcohols.