Patent ID: 6699978
Filing Date: 2004-03-02
Classification: A61K,B82Y,C07H,G01N,H01L,Y02P

Abstract:
A process for the preparation of a linker according to formula (III), wherein R4â€² is (CnH2n)NR10â€²R11â€², wherein R10 â€²R11 â€² together form the formula (V), â€ƒwherein R12, R13, R14, and R15 are independently selected from the group consisting of H, CnH2n+1, CnH2nâˆ’l, and OR7, where R7 is equal to H, CnH2n+1 or CnH2nâˆ’l, â€”C(O)R8 where R8 is equal to a linear or branched, optionally substituted alkyl or aryl radical, and where n is equal to an integer from 1-12; wherein R1â€² is selected from the group consisting of H, OH, phosphoramidite, Br, and Cl; wherein R2â€² and R3â€² are independently selected from the group consisting of H, an allyloxy radical, and (CnH2n)NR10â€²R11â€², wherein R10â€² R11â€² have the above-mentioned meaning, wherein Xâ€² in each case is &boxH;Nâ€”, &boxH;C(R9â€²)â€” or â€”N(R9â€³)â€”, where R9â€² and R9â€³ are independently selected from the group consisting of H, CnH2n+1, and (CnH2n)NR10â€²R11â€², wherein R10â€²R11â€² have the above-mentioned meaning, and wherein Sc1â€² and S2â€² are independently selected from the group consisting of an acyl group, trityl group, allyloxycarbonyl group, phosphoester(III), phosphoester(V), thiophosphate(V), phosphonate, and phosphoramidite, the method comprising (a) reacting a compound of the formula (III) with an azide, wherein R4â€² is equal to (CnH2n)OSc3 or (CnH2n)Hal, n is equal to an integer from 1-12, Sc3 is a branched or unbranched, optionally substituted alkyl, aryl, or acyl group, and Hal is Cl or Br; (b) reducing the reaction product from (a); (c) reacting the reaction product from (b) with a phthalimide; and (d) reacting the reaction product from (c) with a protected pentose.