350795-03-8

Basic information

• Product Name: (2S,3S)-3-isopropyl-2-phenyl-2,3-epoxypropan-1-ol
• Synonyms: (2S,3S)-3-isopropyl-2-phenyl-2,3-epoxypropan-1-ol
• CAS NO: 350795-03-8
• Molecular Weight: 192.258
• Mol File: 350795-03-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (2S,3S)-3-isopropyl-2-phenyl-2,3-epoxypropan-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,3S)-3-isopropyl-2-phenyl-2,3-epoxypropan-1-ol(350795-03-8)
• EPA Substance Registry System: (2S,3S)-3-isopropyl-2-phenyl-2,3-epoxypropan-1-ol(350795-03-8)

Safety Data

• Hazardous Substances Data: 350795-03-8(Hazardous Substances Data)

Downstream Products

• 350795-05-0 (S)-3-methyl-2-phenyl-2-((triphenylsilyloxy)methyl)butanal 
• 318969-12-9 ethyl (4S)-4-cyano-4-phenyl-5-methylhexanoate 
• 350795-07-2 ethyl (4R)-4-cyano-4-phenyl-5-methyl-trans-hex-2-enoate 
• 350795-06-1 (2R)-2-hydroxymethyl-2-isopropyl-2-phenylacetonitrile 
• 458557-61-4 (R)-2-Formyl-3-methyl-2-phenyl-butyronitrile 
• 493006-79-4 (S)-4-cyano-5-methyl-4-phenylhexyl mesylate 
• 350795-08-3 (2S)-2-(2-isopropyl)-5-hydroxy-2-phenylpentanenitrile 
• 186763-30-4 (S)-2-isopropyl-5-oxo-2-phenylpentanenitrile 
• 350795-04-9 (2S,3S)-3-isopropyl-2-phenyl-2,3-epoxypropan-1-triphenylsilyl ether 

Relevant articles and documents

Practical synthesis of chiral emopamil left hand as a bioactive motif.

An asymmetric synthesis of (2S)-2-(2-isopropyl)-5-hydroxy-2-phenylpentanenitrile (emopamil left hand, 2) has been completed by use of the MAD (methyl aluminum bis(4-methyl-2,6-di-tert-butylphenoxide)-induced rearrangement of a chiral epoxyalcohol as the key reaction. The stereochemistry of the chiral quaternary center was confirmed by transformation of 2 to (S)-noremopamil. This method requires minimal purification procedures and affords high chemical and optical yields. Acid-catalyzed isomerization of an allylaldehyde and retro-aldol type racemization at the quaternary carbon of a nitrile-alcohol were encountered.