Patent ID: 7342124

Claim:
A process for preparing a compound of formula I: wherein: R 0 is C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, (CH 2 ) r (C 3-6 cycloalkyl), (CH 2 ) r (aryl) or (CH 2 ) r (heterocycle), wherein r is selected from 0, 1, 2, 3, and 4; R 1 , R 2 , R 3 , R 6 , R 7 and R 8 are independently H or C 1-10 alkyl; R 4 is an acid labile hydroxyl protecting group; R 5 is an oxidatively labile hydroxyl protecting group; each R 9 is independently C 6-14 aryl; Q is H or an acid labile hydroxyl protecting group wherein the hydroxyl protecting group has a mass of 135 Daltons or less and is unbranched at the atom bonded to the oxygen of the hydroxyl group being protected; and X is halogen; comprising contacting a compound of formula II: wherein: R 0 is C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, (CH 2 ) r (C 3-6 cycloalkyl), (CH 2 ) r (aryl) or (CH 2 ) r (heterocycle), wherein r is selected from 0, 1, 2, 3, and 4; R 1 , R 2 , R 3 , R 6 , R 7 and R 8 are independently H or C 1-10 alkyl; R 4 is an acid labile hydroxyl protecting group; R 5 is an oxidatively labile hydroxyl protecting group; Q is H or an acid labile hydroxyl protecting group wherein the hydroxyl protecting group has a mass of 135 Daltons or less and is unbranched at the atom bonded to the oxygen of the hydroxyl group being protected; and X is halogen; at a pressure of less than about 10,000 psi with a phosphine of formula P(R 9 ) 3 wherein each R 9 is independently C 6-14 aryl; for a time and under conditions sufficient to prepare the compound of formula I.