6456-84-4

Basic information

• Product Name: diethyl 2-cyano-3-phenylpentanedioate
• Synonyms: diethyl 2-cyano-3-phenylpentanedioate
• CAS NO: 6456-84-4
• Molecular Weight: 289.331
• Mol File: 6456-84-4.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: diethyl 2-cyano-3-phenylpentanedioate(CAS DataBase Reference)
• NIST Chemistry Reference: diethyl 2-cyano-3-phenylpentanedioate(6456-84-4)
• EPA Substance Registry System: diethyl 2-cyano-3-phenylpentanedioate(6456-84-4)

Safety Data

• Hazardous Substances Data: 6456-84-4(Hazardous Substances Data)

Upstream product

• 1884-29-3 ethyl 2-bromo-3-phenyl-propionate 
• 105-56-6 ethyl 2-cyanoacetate 
• 18852-51-2 sodium cyanoacetic acid ethyl ester 
• 4192-77-2 ethyl cinnamate 
• 103-36-6 ethyl 3-phenyl-2-propenoate 

Downstream Products

• 6456-85-5 2-Cyano-3-phenyl-pentanedioic acid 
• 116140-51-3 (+/-)-trans-4-phenyl-piperidine-3-carboxylic acid 
• 116140-25-1 (+/-)-6-oxo-4t-phenyl-piperidine-3r-carboxylic acid ethyl ester 
• 4165-96-2 3-phenylglutaric acid 

Relevant articles and documents

Diastereoselective Synthesis of and Mechanistic Understanding for the Formation of 2-Piperidinones from Imines and Cyano-Substituted Anhydrides

2-Piperidinones are synthesized in a single step from imines and 2-cyano glutaric anhydrides. The reaction provides the products in good diastereoselectivity and generates a quaternary stereogenic center. Substitutions on the anhydride skeleton are well tolerated to provide 2-piperidinones with three stereogenic centers from a single transformation. The pertinent transition structures have also been computed using quantum mechanics and reveal the key interactions controlling the stereochemical outcome of the reaction.