313548-05-9

Upstream product

• 878633-41-1 (1R,2S,4S,5S,6R,7R,8R,9S,10S)-6,9-epoxy-4,5-(O-isopropylidenedioxy)tetracyclo[6.2.1.0^2,7.0^2,10]undecan-3-one 
• 313548-02-6 [(1R,2S,4S,5S,6R,7R,8R,9S,10S)-6,9-epoxy-4,5-(O-isopropylidenedioxy)tetracyclo[6.2.1.0^2,7.0^2,10]undecan-3-on-4-yl](phenyl)methyl O-phenyl carbonothioate 
• 138913-29-8 (4R,5S,6R)-4-O-(tert-butyldimethylsilyl)-5,6-di-O-isopropylidenecyclohex-2-ene-1-one 
• 356059-97-7 (1S,2S,3S,4R,4aR,5R,6S,7S,8aR)-7-benzyl-3,5-epoxy-2-iodo-6,7-O-isopropylidenedioxy-1,2,3,4,4a,5,6,8a-octahydro-endo-1,4-methanonaphthalen-8-one 
• 313547-98-7 (1R,4S,4aR,5R,6S,7S,8aS)-5-tert-butyldimethylsiloxy-6,7-O-isopropylidenedioxy-1,4,4a,5,6,7,8,8a-octahydro-endo-1,4-methano-naphthalen-8-one 
• 878633-46-6 Benzoic acid (3aR,5S,7R,7aR)-7-(tert-butyl-dimethyl-silanyloxy)-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-5-yl ester 
• 350482-06-3 (1S,2S,3S,4R,4aR,5R,6S,7S,8aR)-2-bromo-3,5-epoxy-6,7-(O-isopropylidenedioxy)perhydro-endo-1,4-methanonaphthalen-8-one 
• 313547-99-8 (1R,4S,4aR,5R,6S,7S,8aS)-5-trihydroxy-6,7-O-isopropylidenedioxy-1,4,4a,5,6,7,8,8a-octahydro-endo-1,4-methanonaphthalen-8-one 
• 313547-96-5 (1R,2R,3R,5S)-3-tert-butyldimethylsiloxy-5-hydroxy-1,2-(O-isopropylidenedioxy)cyclohexane 
• 313547-94-3 (1R,2R,3R,5R)-3-tert-butyldimethylsiloxy-5-hydroxy-1,2-(O-isopropylidenedioxy)cyclohexane 
• 313547-97-6 (1S,2S,3R,4R,5R)-5-tert-butyldimethylsiloxy-1,2-epoxy-3,4-(O-isopropylidenedioxy)cyclohexane 
• 313547-95-4 (3R,4R,5R)-3-[(tert-butyl-dimethylsilyl)oxy]-4,5-(isopropylidenedioxy)-1-cyclohexanone 
• 142129-11-1 (1S,4R,5R,6R)-4-tert-butyldimethylsiloxy-1-hydroxy-5,6-O-isopropylidenedioxy-2-cyclohexene 
• 312308-50-2 (3R,4R,5R)-5-tert-butyldimethylsiloxy-3,4-O-isopropylidenedioxy-1-cyclohexene 

Downstream Products

• 313548-06-0 (4R,5S,6S)-6-benzyl-4-hydroxy-5,6-O-isopropylidenedioxy-2-cyclohexen-1-one 
• 313548-08-2 (1R,5S,6S)-5-benzyl-5,6-dihydroxy-4-oxo-2-cyclohexenyl methanesulfonate 
• 313548-07-1 (1R,5S,6S)-5-benzyl-5,6-O-isopropylidenedioxy-4-oxo-2-cyclohexenyl methanesulfonate 

Relevant academic research and scientific papers

Enantiocontrolled synthesis of the epoxycyclohexenone moieties of scyphostatin, a potent and specific inhibitor of neutral sphingomyelinase

The epoxycyclohexenone moieties 2 and 3b of scyphostatin (1), a potent and specific inhibitor of neutral sphingomyelinase, were synthesized in enantiomerically pure forms starting from (-)-quinic acid (11). The synthetic method features (i) the preparatio

Enantiocontrolled synthesis of (4S,5S,6S)-6-benzyl-4,5-epoxy-6-hydroxy-2-cyclohexen-1-one, a model compound for the epoxycyclohexenone moiety of scyphostatin

An efficient synthesis of (4S,5S,6S)-6-benzyl-4,5-epoxy-6-hydroxy-2-cyclohexen-1-one (2) representing a model compound for the cyclohexenone moiety of scyphostatin (1) was accomplished; the method features masking of the enone system in 10 in the form of