1354642-31-1

Basic information

• Product Name: ethyl (2S,3R,4R,5S)-2-cyano-3-furan-2-yl-4-hydroxymethyl-5-phenylpyrrolidine-2-carboxylate
• CAS NO: 1354642-31-1
• Molecular Weight: 340.379
• Mol File: 1354642-31-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: ethyl (2S,3R,4R,5S)-2-cyano-3-furan-2-yl-4-hydroxymethyl-5-phenylpyrrolidine-2-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl (2S,3R,4R,5S)-2-cyano-3-furan-2-yl-4-hydroxymethyl-5-phenylpyrrolidine-2-carboxylate(1354642-31-1)
• EPA Substance Registry System: ethyl (2S,3R,4R,5S)-2-cyano-3-furan-2-yl-4-hydroxymethyl-5-phenylpyrrolidine-2-carboxylate(1354642-31-1)

Safety Data

• Hazardous Substances Data: 1354642-31-1(Hazardous Substances Data)

Upstream product

• 32683-02-6 ethyl-2-aminocyano acetate 
• 3849-21-6 ethyl cyanoglyoxylate-2-oxime 
• 1354642-22-0 C₁₉H₁₈N₂O₄ 

Relevant articles and documents

Complete 2,5-diastereocontrol in the organocatalytic enantioselective [3+2] cycloaddition of enals with azomethine ylides derived from α- iminocyanoacetates: Asymmetric synthesis of pyrrolidines with four stereocentres

Racemic α-iminocyanoacetates have been used as azomethine ylide precursors in the catalytic enantioselective [3+2] cycloaddition with α,β-unsaturated aldehydes catalyzed by (S)-α,α- diphenylprolinol leading to the fully stereocontrolled formation of pyrrolidine cycloadducts with four stereocentres, one of them being a quaternary one. The reaction proceeded with excellent yields, endo-selectivities and enantioselectivities. Remarkably, complete 2,5-diastereoselection has also been achieved under the optimized reaction conditions, which has been explained in terms of the participation of intramolecular H-bonding interaction which contributes to stabilize one determined geometry for the in situ generated azomethine ylide. Copyright