SYNTHETIC VOACANGINE
Synthetic voacangine, including in substantially enantiomerically enriched forms, and derivatives thereof are provided.
1 - 5 . (canceled)
6 . A compound of formula:
or a salt thereof wherein,
R 1 is —COOR 2 , —CH 2 —OH, or —CH 2 —OC(═O)R 3 ;
R 2 is a metal cation, a C 1 -C 6 alkyl optionally substituted with 1-3 phenyls or substituted phenyls, or with a hydroxy, —NHCOCH 3 , or an amino group, where the substituted phenyl is substituted with 1-3, C 1 -C 6 alkyl and/or C 1 -C 6 alkoxy group, or R 2 is hydrogen;
R 3 is an asymmetric hydrocarbyl group;
R 4 is C 1 -C 6 alkyl provided that when R 2 is methyl, benzyl, or a metal cation, R 4 excludes methyl; C 1 -C 6 alkyl substituted with 1-3, halo, C 1 -C 6 alkoxy, phenyl, or substituted phenyl, where the substituted phenyl is substituted with 1-3, C 1 -C 6 alkyl and/or C 1 -C 6 alkoxy group; or R 4 is another hydroxyl protecting group.
7 . A compound of claim 6 of formula:
wherein R 1 is CO 2 (CH 2 ) 2 OH, CO 2 (CH 2 ) 2 NHCOCH 3 , CO 2 (CH 2 ) 2 NMe 2 ,