132599-68-9

Basic information

• Product Name: N-<(S)-1-(methoxycarbonyl)-2-methylpropyl>-(6R)-2,3-didehydro-6-phenylpiperidin-4-one
• Synonyms: N-<(S)-1-(methoxycarbonyl)-2-methylpropyl>-(6R)-2,3-didehydro-6-phenylpiperidin-4-one
• CAS NO: 132599-68-9
• Molecular Weight: 287.359
• Mol File: 132599-68-9.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: N-<(S)-1-(methoxycarbonyl)-2-methylpropyl>-(6R)-2,3-didehydro-6-phenylpiperidin-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: N-<(S)-1-(methoxycarbonyl)-2-methylpropyl>-(6R)-2,3-didehydro-6-phenylpiperidin-4-one(132599-68-9)
• EPA Substance Registry System: N-<(S)-1-(methoxycarbonyl)-2-methylpropyl>-(6R)-2,3-didehydro-6-phenylpiperidin-4-one(132599-68-9)

Safety Data

• Hazardous Substances Data: 132599-68-9(Hazardous Substances Data)

Upstream product

• 54125-02-9 danishefsky's diene 
• 13803-83-3 methyl (S)-2-(benzylideneamino)-3-methylbutanoate 

Relevant articles and documents

Asymmetric Tandem Mannich-Michael Reactions of Amino Acid Ester Imines with Danishefsky's Diene

Imines 1 derived from aromatic, aliphatic, and functionalized aldehydes and various amino acid esters react with Danishefsky's diene under Lewis acid catalysis via a tandem Mannich-Michael mechanism to give cyclic 6-substituted 2,3-didehydro-4-piperidinones in good to high yields and with diastereomeric ratios reaching from 92:8 up to 97:3.The chiral auxiliary is removed by conversion of the α C atom of the amino acid into an acetalic center, employing a Curtius reaction as the key step.For the elucidation of the absolute configuration, the alkaloids (S)-coniine and (R)-δ-coniceine are synthesized from the enaminones 5i and 5r.