Patent ID: 7179896
Filing Date: 2007-02-20
Classification: A61P,C07B,C07D,Y02P

Abstract:
1. A method of making PNA oligomer, comprising linking together the compound having formula I: wherein E is nitrogen or C—R′; J is sulfur or oxygen; R′, R1, R2, R3, R4 is independently H, halogen, alkyl, nitro, cyano, alkoxy, halogenated alkyl, halogenated alkoxy, phenyl or halogenated phenyl; R5 is H or protected or unprotected side chain of natural or unnatural α-amino acid; and B is a nucleobase, which is protected by protecting group having a formula: wherein R7 has a formula: wherein Y 1 , Y 2 , Y 3 , Y 4 , Y 5 , Y 6 , Y 7 , Y 8 , Y 9 , Y 10 is independently selected from hydrogen, halogen, alkyl, and alkoxy; or wherein Z 1 , Z 2 , Z 3 , Z 4 , Z 5 is independently selected from hydrogen, halogen, alkyl, alkoxy, and methylene dioxy of adjacent two residues; or wherein R8 is alkyl or phenyl, wherein the linking comprises the steps of: a) coupling said amine terminated PNA oligomer or an amine terminated cleavable linker on a solid phase synthesis resin with the compound; b) washing with organic solvent; c) capping unreacted amine with acetic anhydride; d) washing with organic solvent; e) cleaving over reacted acetyl group in sulfonamide with amine in organic solvent; f) washing with organic solvent; g) deprotecting bezothiazole-2-sulfonyl group; h) washing with organic solvent; and i) repeating steps a˜h to further extend said oligomer.