US2011117649A1PendingUtilityA1
Catalytic enantioselective synthesis of flavanones and chromanones
Est. expiryFeb 29, 2028(~1.6 yrs left)· nominal 20-yr term from priority
C07D 311/22C07D 311/32C07D 311/92
42
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Claims
Abstract
Various chromanone, flavanone and abyssinone compounds as can be prepared enantioselectively using a chiral thiourea catalyst.
Claims
exact text as granted — not AI-modified1 - 7 . (canceled)
8 . A composition comprising compounds of a formula
wherein R 1 is selected from substituted or unsubstituted alkyl, cycloalkyl, cycloalkylalkyl, alkenyl, cycloalkylalkenyl, aryl, and aralkyl moieties; R 3 , R 4 , R 5 , and R 6 are independently selected from H, OR 7 , substituted a unsubstituted alkyl and cycloalkyl moieties, and moieties where one of R 6 and R 5 together, R 5 and R 4 together, or R 4 and R 3 together form a substituted or unsubstituted C 3 to about C 5 alkylene or alkenylene moieties; and R 7 is selected from H and substituted or unsubstituted alkyl moieties, said composition comprising at least about an 80% enantiomeric excess of one of the (R)- and (S)-enantiomers of a said compound.
9 . The composition of claim 8 wherein R 1 is selected from phenyl and substituted phenyl moieties.
10 . The composition of claim 9 wherein said substituents are selected from hydroxy, alkyl, alkoxy, alkylene and halide moieties and combinations of said moieties.
11 . The composition of claim 10 wherein R 1 is selected from
moieties.
12 . The composition of claim 8 wherein the (R)-enantiomer is of a formula
13 . The composition of claim 12 wherein R 1 is selected from phenyl and substituted phenyl moieties.
14 . The composition of claim 13 wherein R 1 is selected from
moieties.
15 . The composition of claim 8 incorporated into a medium comprising pancreatic tumor cells.
16 . A compound of a formula
wherein R 1 is selected from substituted or unsubstituted alkyl, cycloalkyl, cycloalkylalkyl, alkenyl, cycloalkylalkenyl, aryl, and aralkyl moieties; R 3 , R 4 , R 5 , and R 6 are independently selected from H, OR 7 , substituted a unsubstituted alkyl and cycloalkyl moieties, and moieties where one of R 6 and R 5 together, R 5 and R 4 together, or R 4 and R 3 together form a substituted or unsubstituted C 3 to about C 5 alkylene or alkenylene moieties; and R 7 is selected from H and substituted or unsubstituted alkyl moieties.
17 . The compound of claim 16 wherein R 1 is selected from phenyl and substituted phenyl moieties.
18 . The compound of claim 17 wherein said substituents are selected from hydroxy, alkyl, alkoxy, alkylene and halide moieties and combinations of said moieties.
19 . The compound of claim 18 wherein R 1 is selected from
moieties.
20 . A compound of a formula
wherein R 1 is selected from substituted or unsubstituted alkyl, cycloalkyl, cycloalkylalkyl, alkenyl, cycloalkylalkenyl, and aralkyl moieties; R 3 , R 4 , R 5 , and R 6 are independently selected from H, OR 7 , substituted a unsubstituted alkyl and cycloalkyl moieties, and moieties where one of R 6 and R 5 together, R 5 and R 4 together, or R 4 and R 3 together form a substituted or unsubstituted C 3 to about C 5 alkylene or alkenylene moieties; and R 7 is selected from H and substituted or unsubstituted alkyl moieties.
21 . A compound of a formula
wherein R 1 is selected from
moieties.
22 . The compound of claim 21 incorporated into a medium comprising pancreatic tumor cells.Cited by (0)
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