82917-22-4

Basic information

• Product Name: (2S,4R)-5-Hydroxy-2,4-dimethyl-N-<(R)-1-phenylethyl>pentanamid
• CAS NO: 82917-22-4
• Molecular Weight: 249.353
• Mol File: 82917-22-4.mol

Chemical Properties

• CAS DataBase Reference: (2S,4R)-5-Hydroxy-2,4-dimethyl-N-<(R)-1-phenylethyl>pentanamid(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,4R)-5-Hydroxy-2,4-dimethyl-N-<(R)-1-phenylethyl>pentanamid(82917-22-4)
• EPA Substance Registry System: (2S,4R)-5-Hydroxy-2,4-dimethyl-N-<(R)-1-phenylethyl>pentanamid(82917-22-4)

Safety Data

• Hazardous Substances Data: 82917-22-4(Hazardous Substances Data)

Upstream product

• 3886-69-9 (R)-1-phenyl-ethyl-amine 
• 4295-92-5 (3R,5S)-3,5-dimethyldihydro-2H-pyran-2,6(3H)-dione 
• 82898-92-8 (2RS,4SR)-2,4-Dimethyl-N-<(R)-1-phenylethyl>glutarsaeure-monoamid 

Relevant articles and documents

Stereoselective Synthesis of Alcohols, XI. Double Stereodifferentiation in the Addition of Crotylboronates to Aldehydes: Prelog-Djerassi Lactone

Addition of the (Z)-crotylboronate 11 to (S)-(+)-α-methylbutyraldehyde (4) resulted in the Cram and Anti-Cram diastereomers 6 and 7.Their ratio depended on the chirality of the boronate component.Hence the formation of the alcohol 7 could be favoured by double stereodifferentiation.Similarly, on addition of the (E)-crotylboronate 12 predominant formation of the isomer 13 could be achieved.These observations formed the basis for a stereoselective synthesis of the Prelog-Djerassi lactone 3.