114376-13-5

Basic information

• Product Name: (3S,4R,5R)-clausenamidone
• Synonyms: (3S,4R,5R)-clausenamidone
• CAS NO: 114376-13-5
• Molecular Weight: 295.338
• Mol File: 114376-13-5.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: (3S,4R,5R)-clausenamidone(CAS DataBase Reference)
• NIST Chemistry Reference: (3S,4R,5R)-clausenamidone(114376-13-5)
• EPA Substance Registry System: (3S,4R,5R)-clausenamidone(114376-13-5)

Safety Data

• Hazardous Substances Data: 114376-13-5(Hazardous Substances Data)

Upstream product

• 1566-68-3 (2RS,3SR)-2,3-epoxy-3-phenyl-propionic acid 
• 140-10-3 (E)-3-phenylacrylic acid 
• 79898-17-2 (2S,3R)-β-phenylglycidic acid 
• 79898-18-3 (R)-α-methylbenzylammonium (2S,3R)-2,3-epoxy-3-phenylpropionate 
• 35534-19-1 2-(methylamino)-1-phenylethan-1-one 
• 100-52-7 benzaldehyde 
• 173220-67-2 (2S,3R)-N-methyl-N-(Z)-styryl-3-phenyloxirane-2-carboxamide 
• 1184725-15-2 C₁₇H₁₅NO₂ 
• 588-73-8 (Z)-β-bromostyrene 
• 1184725-14-1 (2S,3R)-3-phenyloxirane-2-carboxamide 
• 14990-09-1 tert-butyl cinnamate 
• 121-39-1 (2S,3R)-ethyl 3-phenyloxirane-2-carboxylate 
• 4192-77-2 ethyl cinnamate 
• 71403-94-6 2,3-epoxy-3-phenylpropanal 

Downstream Products

• 114528-76-6 (3S,4R,5R,6R)-epi-cis-clausenamide 
• 1579151-58-8 (-)-(3S,4S,5R)-3-O-acetylclausenamidone 
• 595582-26-6 (-)-(3S,4S,5S,6S)-5-hydroxyclausenamide 
• 595582-25-5 (-)-(3S,4S,5S,6S)-3-O-acetyl-5-hydroxyclausenamide 
• 595582-24-4 (-)-(3S,4S,5S)-3-O-acetyl-5-hydroxyclausenamidone 
• 595582-22-2 (-)-(3S,4S,5S,6R)-3-O-acetyl-5-hydroxyclausenamide 
• 595582-23-3 (-)-(3S,4S,5R,6S)-3-O-acetyl-5-hydroxyclausenamide 
• 722526-03-6 (-)-(3S,4S,5S,6R)-5-hydroxyclausenamide 
• 722526-09-2 (-)-(3S,4S,5R,6S)-5-hydroxyclausenamide 
• 722525-97-5 (+)-(3S,4R)-Δ^5,6clausenamide 
• 595582-21-1 (+)-(3S,4R)-3-O-acetyl-Δ^5,6clausenamide 
• 595582-20-0 (-)-(3S,4S,5R,6S)-3-O-acetylclausenamide 

Relevant articles and documents

Efficient synthesis of (-)-clausenamide

A new method for the synthesis of (-)-clausenamide was reported. (-)-clausenamide was obtained from the inexpensive material of trans-cinnamic acid within five steps with overall yields of 8.9% and ee 99.5%. Compared with the multi-step asymmetric synthes

Optical-activity neoclausenamidone derivative and application thereof

The invention discloses an optical-activity neoclausenamidone derivative and application thereof. The structural formula of a compound is shown in the description (I), wherein R is C1-C4 paraffin, C2-C4 alkylene and C2-C4 alkyne or -COR1; R1 is selected f

Exploring tertiary enamides as versatile synthons in organic synthesis

Tertiary enamides have long been thought of as stable and marginally valuable enamine variants in synthesis. This notion has been challenged, however, in recent years. Enabling the regulation of the cross-conjugation system of the tertiary enamides has been successfully shown to enhance delocalization of the nitrogen lone-pair electrons into a carbon-carbon double, thereby reinvigorating the enaminic reactivity of the tertiary enamides. In this article, I summarize the recent advances in the exploration of the nucleophilic reactions of tertiary enamides and their applications in the synthesis of natural products and heterocyclic compounds of biological and pharmaceutical relevance, with a primary focus on our own work.