1221717-79-8

Basic information

• Product Name: C₂₆H₂₇NO₃
• Synonyms: C₂₆H₂₇NO₃
• CAS NO: 1221717-79-8
• Molecular Weight: 401.505
• Mol File: 1221717-79-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: C₂₆H₂₇NO₃(CAS DataBase Reference)
• NIST Chemistry Reference: C₂₆H₂₇NO₃(1221717-79-8)
• EPA Substance Registry System: C₂₆H₂₇NO₃(1221717-79-8)

Safety Data

• Hazardous Substances Data: 1221717-79-8(Hazardous Substances Data)

Upstream product

• 385446-23-1 N-(4-(benzyloxy)phenyl)-1-phenylmethanimine 
• 96995-10-7 tert-butyl((1-ethoxybuta-1,3-dien-1-yl)oxy)dimethylsilane 

Relevant articles and documents

The Bronsted acid catalyzed, enantioselective vinylogous Mannich reaction

The first catalytic, enantioselective vinylogous Mannich reaction of acyclic silyl dienolates is reported. A second-generation 2,2′-dihydroxy- 1,1′-binaphthyl (BINOL)-based phosphoric acid has been developed and further optimized as an enantioselective organocatalyst. Upon protonation of the imines, chiral contact ion pairs are generated in situ and attacked highly diastereoselectively by the nucleophile. γ-Substituted silyl dienolates that lead to more highly substituted Mannich products with a second stereogenic center in good diastereoselectivity have been employed in these reactions. The reaction path has been elucidated with NMR spectroscopy and mass spectrometry, which suggest that the protic reaction medium found to be optimal in these reactions serves to trap the cationic silicon species as silanol. A crystal structure of a phosphoric acid bound imine was obtained that provides insight into the binding mode and a rationale for the stereochemical course of the reaction.