. Author manuscript; available in PMC: 2009 Aug 29.

Published in final edited form as: J Med Chem. 2008 May 9;51(11):3203–3221. doi: 10.1021/jm800086e

Table 4.

C3’N-Modified second-generation taxoids 17 and 18

Taxoid	R¹	R⁴	Yield (%)^a
17a	H	cyclobutyl	86
17b	H	cyclopentyl	78
17c	H	cyclohexyl	85
17d	H	cyclopent-1-enyl	80
17e	H	cyclohex-1-enyl	75
17f	H	cyclopentyloxy	85
17g	H	cyclohexyloxy	80
17h	H	cyclopropyl	66
17i	H	cyclobutyl	61
17j	H	cyclopentyl	77
17k	H	cyclohexyl	81
17l	H	cyclohexyloxy	77
18b	H	cyclopentyl	98^b
18c	H	cyclohexyl	98^b
18f	H	cyclopentyloxy	98^b
18g	H	cyclohexyloxy	98^b
18h	MeO	cyclopropyl	98^b
18k	MeO	cyclohexyl	98^b
18m	MeO	cyclopentyloxy	60^c

Yield for 2 steps unless otherwise noted.

Yield for hydrogenation.

Yield for 3 steps.