54878-48-7

Upstream product

• 43128-32-1 Acetic acid (3S,5R,8R,9R,10R,13R,14S,17S)-3-acetoxy-17-[(2R,5R)-5-(1-hydroxy-1-methyl-ethyl)-2-methyl-tetrahydro-furan-2-yl]-4,4,8,10-tetramethyl-16-oxo-hexadecahydro-cyclopenta[a]phenanthren-14-ylmethyl ester 
• 50657-16-4 trevoagenin A 
• 54911-08-9 trevoagenin A 3-acetate 
• 98-59-9 p-toluenesulfonyl chloride 

Relevant academic research and scientific papers

Dammarane Triterpenes of Trevoa trinervis: Structure and Absolute Stereochemistry of Trevoagenins A, B, and C

Trevoagenins A, B, and C, extracted from Trevoa trinervis Miers, are shown, by chemical and spectral means, to be isomeric dammarane triterpenes posessing the general 3β,25,30-trihydroxy-(20,24)-epoxydammaran-16-one structure with stereoisomeric side-chains of the ocotillol type.Trevoagenin A (20R,24R)-(1),, whose stereochemistry has been esteblished by chemical methods and confirmed by X-ray analysis, was transformed into (20R,24ξ)-ocotillone (26) and the C-24 stereochemistry was assigned as R.As a consequence, the C-24 stereochemistry for ocotillol-related compounds of the (20R)-series, unestablished so far, has been determined.The stereochemistry of trevoagenin B, (20S,24R)-(13), was established by chemical correlation with trevoagenin A.Moreover, trevoagenin B was transformed into ocotillol (20S,24R)-(21) and its recently questioned C-24 stereochemistry has been reaffirmed.Trevoagenin C, (20S,24S)-(17), is the C-24 isomer of trevoagenin B as shown by degradation of both compounds to the lactone (16).