Patent ID: 6872842

Claim:
A taxane derivative having the formula wherein X 1 is —OX 6 , —SX 7 , or —NX 8 X 9 ; X 2 is hydrogen, alkyl, alkenyl, alkynyl, aryl, or heteroaryl; X 3 is hydrogen; X 4 is butenyl; X 5 is —COX 10 , —COOX 10 , —COSX 10 , —CONX 8 X 10 , or —SO 2 X 11 ; X 6 is hydrogen, alkyl, alkenyl, alkynyl, aryl, heteroaryl, hydroxy protecting group, or a functional group which increases the water solubility of the taxane derivative; X 7 is alkyl, alkenyl, alkynyl, aryl, heteroaryl, or sulfhydryl protecting group; X 8 is hydrogen, alkyl, alkenyl, alkynyl, aryl, heteroaryl, or heterosubstituted alkyl, alkenyl, alkynyl, aryl or heteroaryl; X 9 is an amino protecting group; X 10 is alkyl, alkenyl, alkynyl, aryl, heteroaryl, or heterosubstituted alkyl, alkenyl alkynyl, aryl or heteroaryl; X 11 is alkyl, alkenyl, alkynyl, aryl, heteroaryl, —OX 10 , or —NX 8 X 14 ; X 14 is hydrogen, alkyl, alkenyl, alkynyl, aryl, or heteroaryl; R 1 is hydrogen, hydroxy, protected hydroxy or together with R 14 forms a carbonate; R 2 is hydrogen, hydroxy, —OCOR 31 together with R 2a forms an oxo; R 2a , is hydrogen or taken together with R 2 forms an oxo or; R 4 is hydrogen, together with R 4a forms an oxo, oxirane or methylene, or together with R 5a and the carbon atoms to which they are attached form an oxetane ring; R 4a is hydrogen, alkyl, alkenyl, alkynyl, aryl, heteroaryl, cyano, hydroxy, —OCOR 30 , or together with R 4 forms an oxo, oxirane or methylene; R 5 is hydrogen or together with R 5a forms an oxo, R 5a is hydrogen, hydroxy, protected hydroxy, acyloxy, together with R 5 forms an oxo, or together with R 4 and the carbon atoms to which they are attached form an oxetane ring; R 6 is hydrogen, alkyl, alkenyl, alkynyl, aryl, or heteroaryl, hydroxy, protected hydroxy or together with R 6a forms an oxo; R 6a is hydrogen, alkyl, alkenyl, alkynyl, aryl, or heteroaryl, hydroxy, protected hydroxy or together with R 6 forms an oxo; R 7 is hydrogen or together with R 7a forms an oxo, R 7a is hydrogen, halogen, protected hydroxy, —OR 28 , or together with R 7 forms an oxo; R 9 is hydrogen or together with R 9a forms an oxo, R 9a is hydrogen, hydroxy, protected hydroxy, acyloxy, or together with R 9 forms an oxo; R 10 is hydrogen or together with R 10a forms an oxo, R 10a is hydrogen, —OCOR 29 , hydroxy, or protected hydroxy, or together with R 10 forms an oxo; R 14 is hydrogen, alkyl, alkenyl, alkynyl, aryl, heteroaryl, hydroxy, protected hydroxy or together with R 1 forms a carbonate; R 14a is hydrogen, alkyl, alkenyl, alkynyl, aryl, or heteroaryl; R 28 is hydrogen, acyl, hydroxy protecting group or a functional group which increases the solubility of the taxane derivative; R 29 , R 30 , and R 31 are independently hydrogen, alkyl, alkenyl, alkynyl, monocyclic aryl or monocyclic heteroaryl; and the taxane has a structure which differs from that of each of taxol and docetaxel with respect to the C13 side chain and at least one other substituent.