Patent ID: 6015895
Filing Date: 2000-01-18
Classification: C07B,C07H

Abstract:
A process for producing a chemically modified solid support for oligonucleotide synthesis, the process comprising the steps of:reacting: (A) a linker compound of Formula (I): ##STR13## wherein: R.sup.1, R.sup.2 and R.sup.3 are the same or different and are selected from the group consisting of hydrogen, halide, a substituted or unsubstituted C.sub.1 -C.sub.20 alkyl group, a substituted or unsubstituted C.sub.5 -C.sub.30 aryl group and a substituted or unsubstituted C.sub.5 -C.sub.40 alkaryl group; R.sup.4 and R.sup.5 are the same or different and are selected from the group consisting of a substituted or unsubstituted C.sub.1 -C.sub.20 alkyl group, a substituted or unsubstituted C.sub.5 -C.sub.30 aryl group and a substituted or unsubstituted C.sub.5 -C.sub.40 alkaryl group; X.sup.1 is selected from the group consisting of --O--, --S--, --S(O).sub.2 -- and --N(R.sup.12)--; R.sup.12 is selected from the group consisting of hydrogen, a substituted or unsubstituted C.sub.1 -C.sub.20 alkyl group, a substituted or unsubstituted C.sub.5 -C.sub.30 aryl group and a substituted or unsubstituted C.sub.5 -C.sub.40 alkaryl group; n is 0, 1 or 2; and one of A and B is selected from the group consisting of hydrogen, halide, a substituted or unsubstituted C.sub.1 -C.sub.20 alkyl group, a substituted or unsubstituted C.sub.5 -C.sub.30 aryl group and a substituted or unsubstituted C.sub.5 -C.sub.40 alkaryl group, and the other of A and B has the formula: ##STR14## wherein p is 0 or 1, X.sup.2 is selected from the group consisting of --O--, --S--, --S(O).sub.2 --, --C(O)-- and --N(R.sup.13)--, R.sup.13 is selected from the group consisting of hydrogen, a substituted or unsubstituted C.sub.1 -C.sub.20 alkyl group, a substituted or unsubstituted C.sub.5 -C.sub.30 aryl group and a substituted or unsubstituted C.sub.5 -C.sub.40 alkaryl group, wherein R.sup.6 and R.sup.7 are the same or different and are selected from the group consisting of a substituted or unsubstituted C.sub.1 -C.sub.20 alkyl group, a substituted or unsubstituted C.sub.5 -C.sub.30 aryl group and a substituted or unsubstituted C.sub.5 -C.sub.40 alkaryl group, and m is 0, 1 or 2; or a compound of Formula II: ##STR15## wherein Y is selected from the group consisting of --O--, --S--, --S(O).sub.2 -- and O--((CH.sub.2).sub.L --O).sub.q, L is an integer less than or equal to 60, q is an integer in the range of 1-1000, and R.sup.4, R.sup.5, R.sup.6, R.sup.7, m and n have the same meaning as above, with the proviso that, when Y is O, at least one of n and m is 0 or 2; with (B) an OH of a desired nucleoside to produce a derivatized nucleoside having an ester linkage; and (C) a solid support capable of entering into an esterification reaction, to produce the linker arm.