87001-75-0

Upstream product

• 27570-20-3 3-O-acetylbetulin 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 87001-76-1 Toluene-4-sulfonic acid (1R,3aS,5aR,5bR,7aR,11aR,11bR,13aR,13bS)-1-isopropenyl-5a,5b,8,8,11a-pentamethyl-9-oxo-icosahydro-cyclopenta[a]chrysen-3a-ylmethyl ester 
• 87001-74-9 Toluene-4-sulfonic acid (1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bS)-9-hydroxy-1-isopropenyl-5a,5b,8,8,11a-pentamethyl-icosahydro-cyclopenta[a]chrysen-3a-ylmethyl ester 

Relevant academic research and scientific papers

ELIMINATION REACTION OF ANGULAR HYDROXYMETHYL GROUPS OF 20(29)-LUPENE DERIVATIVES

Solvolysis of 28-p-toluenesulfonyloxy-20(29)-lupene derivatives IV-VII proceeds with isomerization of the isopropenyl side chain to the isopropylidene chain and expansion of the ring E to a six-membered ring, containing trisubstituted double bond; for "anhydrobetulin" and its derivatives formulae VIII-XI with homoconjugated double bonds are suggested.Formation of a conjugated diene system is hindered by steric interactions of the isopropylidene chain with the ring C (with C(12)).Only the trisubstituted double bond in the dienes VIII and X undergoes catalytic reduction, the hydrogen approaching from the α-side (XII-XVI) as demonstrated by the Cotton effect of trinorketone XXI and its 20,20-dibromo derivative XXIII.