123489-82-7

Upstream product

• 5707-04-0 Phenylselenyl chloride 
• 1856-58-2 11,13-dihydroisoalantolactone 
• 143301-62-6 11β-phenylseleno-5,7αH,8βH-eudesm-4(15)-en-8,12-olide 
• 22415-07-2 5,7,11αH,8βH-eudesm-4(15)-en-8,12-olide 
• 143282-20-6 3β-hydroxy-5,7,11αH,4,8βH-eudesman-8,12-olide 
• 143282-25-1 3α-hydroxy-5,7,11αH,4,8βH-eudesman-8,12-olide 
• 143282-26-2 3α-(O-methanesulfonyl)-5,7,11αH,4,8βH-eudesman-8,12-olide 
• 143282-22-8 5,7,11αH,8βH-eudesm-3-en-8,12-olide 
• 143282-21-7 3α-chloro-5,7,11αH,4,8βH-eudesman-8,12-olide 
• 126784-57-4 3-oxo-5,7,11αH,4,8βH-eudesman-8,12-olide 

Downstream Products

• 470-17-7 isoalantolactone 
• 76886-53-8 (3aR,4aS,8aR,9aR)-3-[1-Benzenesulfinyl-meth-(Z)-ylidene]-8a-methyl-5-methylene-decahydro-naphtho[2,3-b]furan-2-one 
• 76886-51-6 (3aR,4aS,8aR,9aR)-3-[1-Benzenesulfinyl-meth-(E)-ylidene]-8a-methyl-5-methylene-decahydro-naphtho[2,3-b]furan-2-one 
• 69993-40-4 (3aR,4aS,8aR,9aR)-8a-Methyl-5-methylene-3-[1-phenylsulfanyl-meth-(Z)-ylidene]-decahydro-naphtho[2,3-b]furan-2-one 
• 69993-39-1 (3aR,4aS,8aR,9aR)-8a-Methyl-5-methylene-3-[1-phenylsulfanyl-meth-(E)-ylidene]-decahydro-naphtho[2,3-b]furan-2-one 
• 123489-80-5 C₂₁H₂₄⁽²⁾H₂O₂S 
• 123489-86-1 (4aS,8aR,9aR)-3-[1-Benzenesulfonyl-meth-(E)-ylidene]-8a-methyl-5-methylene-decahydro-naphtho[2,3-b]furan-2-one 
• 69993-35-7 13-(phenylthio)isoalantolactone 
• 1856-58-2 11,13-dihydroisoalantolactone 
• 74513-15-8 4-oxo-11-eudesmaen-8,12-olide 

Relevant academic research and scientific papers

Synthesis of (+)-Isoalantolactone and (+)-Isoalloalantolactone from (-)-Santonin

This paper reports on the chemical conversion of (-)-santonin into (+)-isoalantolactone and (+)-isoalloalantolactone involving functionality transfer from C6 to C8, refunctionalization of the ring A and the formation of the α-methylene-8β,12-olide moiety.

Synthesis of Deuterium-Labeled Sesquiterpene Lactones Isolated from Inula helenium L.

Reduction of the vinyl sulfoxides 9 and 10 derived from isoalantolactone (1) and alantolactone (2) with NaBD4 yielded deuterium-labeled lactones 11 and 12.Amalgam reduction of sulfides 7 and 8 or sulfoxides 9 and 10 gave labeled products but not the expected deuterated lactones 11 and 12.Satisfactory deuteration of alantolactone 2 could be achieved by CF3COOD hydrolysis of (tributylstannyl)alantolactone (23) obtained in four steps from alantolactone 2.