Non-ring hydroxy substituted taxanes and methods for synthesizing the same

1. A method comprising esterifying a baccatin III compound of Formula III, which compound is encompassed by the formula:

wherein:

R 1 is selected from the group consisting of H, a hydroxy protecting group, a C 1-6 organic radical;

R 2 is selected from the group consisting of H, a hydroxy protecting group, a C 1-6 organic radical; and

R 3 is H or a hydroxy protecting group, with an ester linkage-providing compound of Formula II, which compound is encompassed by the formula:

wherein:

R 4 is C 6 H 5 — or

 and each of D 7 , D 8 , D 9 , D 10 , D 11 , D 12 , D 13 , D 14 and D 15 is independently selected from the group consisting of H, dueterium;

L 1 is alkylene having 1-10 carbon atoms;

PG is an amino protecting group; and

either: (i) R 5 is H and R 6 is —OH; or (ii) R 5 and R 6 represent a single covalent bond between the nitrogen to which R 5 is attached and the carbonyl carbon to which R 6 is attached.

2. The method of claim 1 , wherein R 1 is selected from the group consisting of H, CH 3 .

3. The method of claim 1 , wherein R 2 is selected from the group consisting of H, CH 3 , and C(O)CH 3 .

4. The method of claim 1 , wherein R 3 is H.

5. The method of claim 1 , wherein L 1 is substituted alkyl having 1-10 carbon atoms.

6. The method of claim 1 , wherein PG is selected from the group consisting of carbobenzyloxy, p-methoxybenzyl carbonyl, tert-butyloxycarbonyl, 9-fluorenylmethyloxycarbonyl, acetyl, benzoyl, benzyl, p-methoxybenzyl, 3,4dimethoxybenzyl, p-methoxyphenyl and a sulfonamide.

7. The method of claim 1 , wherein R 5 is H and R 6 is OH.

8. The method of claim 1 , wherein R 5 and R 6 represent a single covalent bond.