130202-81-2

Basic information

• Product Name: 7-O-tosylneoclausenamide
• Synonyms: 7-O-tosylneoclausenamide
• CAS NO: 130202-81-2
• Molecular Weight: 451.543
• Mol File: 130202-81-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 7-O-tosylneoclausenamide(CAS DataBase Reference)
• NIST Chemistry Reference: 7-O-tosylneoclausenamide(130202-81-2)
• EPA Substance Registry System: 7-O-tosylneoclausenamide(130202-81-2)

Safety Data

• Hazardous Substances Data: 130202-81-2(Hazardous Substances Data)

Upstream product

• 79898-19-4 (2R,3S)-3-phenyloxiranecarboxylic acid 
• 4407-36-7 (2E)-3-phenyl-2-propen-1-ol 
• 130273-47-1 (3R,4S,5R)-neoclausenamidone 
• 115794-67-7 methyl (2R,3S)-3-phenylglycidate 
• 104196-23-8 (2S,3S)-2,3-epoxy-3-phenyl-1-propanol 
• 130202-78-7 (2R,3S)-N-methyl-N-(β-hydroxyphenylethyl)-3-phenyl-2,3-epoxypropionamide 
• 130202-79-8 (2R,3S)-2,3-Epoxy-N-methyl-N-phenacyl-3-phenylpropionamide 
• 68579-60-2 2-(methylamino)-1-phenylethanol 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 103541-16-8 (-)-dehydroclausenamide 
• 103541-16-8 (-)-dehydroclausenamide 

Relevant articles and documents

Asymmetric synthesis of (-)-dehydroclausenamide

Asymmetric synthesis of (-)-dehydroclausenamide 1 by scheme 2 was reported. Sharpless epoxidation was applied to cinnamyl alcohol for introduction of two desired chiral centers and the potential hydroxyl group. The key intermediate, γ-lactam (-)-5, was obtained by regio-selective intramolecular cyclization of (-)-6. Subsequent stereo-selective reduction was achieved by reducing C3-tetrahydropyranyl ether of (-)-5. The title natural product was then obtained by successive tosylation, hydrolysis and cyclization.