New linkage editor and solid phase synthesis method null general formula (i) of the sugar

摘要

PROBLEM TO BE SOLVED: To provide a new compound having a substituent group of large steric hindrance, and useful for forming a silyl linker which is easily prepared and prevents inclusion of by-products when used for a solid phase syntheses of glycopeptides. ;SOLUTION: A p-nitrophenylcarbinylsilyl halide compound of formula I [R1 to R4 are each a 1-8C (substituted) alkyl, an alkenyl or the like; X is a halogen], for example, (p-nitrophenyldimethylcarbinyl)dimethylsilyl chloride. The compound of formula I is obtained by hydrolyzing a phenylcarbinylsilyl halide compound of formula II, then subjecting the hydrolyzate to nitration and subsequent halogenation reaction. The compound of formula I is reacted with an alcoholic hydroxyl group of a saccharide or an amino acid, then the nitro group is reduced into an amino group, and finally the reaction product is subjected to condensation reaction to form a compound of formula III (A is a saccharide or an amino acid residue formed at position of the alcoholic hydroxyl group; B is a dicarboxylic acid residue), which is a silyl linker for solid phase synthesis of a glycopeptide, etc.;COPYRIGHT: (C)2000,JPO