150085-14-6

Basic information

• Product Name: (E,E,2S,4S,5R)-3,4-dimethyl-2-(penta-1,3-dien-1-yl)-5-phenyloxazolidine
• Synonyms: (E,E,2S,4S,5R)-3,4-dimethyl-2-(penta-1,3-dien-1-yl)-5-phenyloxazolidine
• CAS NO: 150085-14-6
• Molecular Weight: 243.349
• Mol File: 150085-14-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (E,E,2S,4S,5R)-3,4-dimethyl-2-(penta-1,3-dien-1-yl)-5-phenyloxazolidine(CAS DataBase Reference)
• NIST Chemistry Reference: (E,E,2S,4S,5R)-3,4-dimethyl-2-(penta-1,3-dien-1-yl)-5-phenyloxazolidine(150085-14-6)
• EPA Substance Registry System: (E,E,2S,4S,5R)-3,4-dimethyl-2-(penta-1,3-dien-1-yl)-5-phenyloxazolidine(150085-14-6)

Safety Data

• Hazardous Substances Data: 150085-14-6(Hazardous Substances Data)

Upstream product

• 142-83-6 trans,trans-2,4-Hexadienal 
• 299-42-3 ephedrine 

Downstream Products

• 150197-74-3 (3S,6S)-6-((2S,4S,5R)-3,4-Dimethyl-5-phenyl-oxazolidin-2-yl)-3-methyl-3,6-dihydro-[1,2]oxazine-2-carboxylic acid benzyl ester 
• 150085-57-7 (2S,3S,4R,5R)-2-methyl-3,4,5-trihydroxypiperidine 
• 150085-16-8 (3S,4S,5S,6S,2'S,4'S,5'R)-2-benzyloxycarbonyl-4,5-dihydroxy-6-(3,4-dimethyl-5-phenyloxazolidin-2-yl)-3-methyl-3,4,5,6-tetrahydro-1,2-oxazine 
• 50-98-6 ephedrine hydrochloride 

Relevant articles and documents

2-(Penta-1,3-dienyl)oxazolidines: Synthesis of hydroxylated piperidines by a stereoselective Diels-Alder reaction

Hexa-2,4-dienal condensed with (-)-ephedrine to give predominantly the oxazolidine 4, which underwent a stereoselective Diels-Alder reaction with benzyl nitrosoformate to give the cycloadducts 9 and 10 in a ca 5:2 ratio. Further transformations of 9 to give the optically active mono- and tri-hydroxypiperidine derivatives 11 and 15 have also been performed.