Novel non-natural C-linked carbo-beta-peptides with robust secondary structures

摘要

This invention relates to Novel nonnatural C-linked carbo-&bgr;-peptides with robust secondary structures, which comprises the synthesis of a new class of &bgr;-peptides called C-linked carbo-&bgr;-peptides, most of which are favorably disposed for the formation of stable helical structures. chemistry chemdraw filechemistry mol file;n=0, 1, 2, 3 . . . ;R=H, Boc, Cbz, Fmoc, acetyl or salts such as HCl, TFA and others ;R¹=—O alkyl, —O-aralkyl, -amine, alkylamine, aryalkyl maine ;R²=R³=R⁴=R⁵=H ;R²=sugar or hydroxy alkyl, amino alkyl/thioalkyl, R³=R⁴=R⁵=H ;R³=sugar or hydroxy alkyl, amino alkyl/thioalkyl, R²=R⁴=R⁵=H ;R⁴=sugar or hydroxy alkyl, amino alkyl/thioalkyl, R²=R³=R⁵=H ;R⁵=sugar or hydroxy alkyl, amino alkyl/thioalkyl, R²=R³=R⁴=H ;R²=R⁴=sugar or hydroxy alkyl, amino alkyl/thioalkyl, R³=R⁵=H ;R³=R⁵=sugar or hydroxy alkyl, amino alkyl/thioalkyl, R²=R⁴=H ;R²=R⁵=sugar or hydroxy alkyl, amino alkyl/thioalkyl, R³=R⁴=H ;R³=R⁴=sugar or hydroxy alkyl, amino alkyl/thioalkyl, R²=R⁵=H ;R²=R³=sugar or hydroxy alkyl, amino alkyl/thioalkyl, R⁴=R⁵=H ;R⁴=R⁵ sugar or hydroxy alkyl, amino alkyl/thioalkyl, R²=R³=H ;Sugars can be monosaccharide pentoses such as D-xylo, D-ribo, D-lyxo, D-ara or the L-sugars such as L-xyl, L-rib, L-lyxo, L-ara in furanoside or pyranoside form; hexoses such as D and L-glc, D and L-gal, D and L-man, D and L-gul, D and L-all, etc. in furanoside/pyranoside form; disaccharides such as lactose, maltose, cellobiose etc.; filly protected as acetates, benzoates, allyl or aralkyl ethers, alkylidene dioxolane derivatives, thio derivatives or totally unprotected sugars, D and L sugars in furanoside/pyranoside form having heterocyclic bases such as adenine, guanine, thymidine, cytosine or unnatural bases or heterocyclics having one or more than one heteroatoms such as O/N/S both in 5 and 6 membered rings, deoxy sugars/amino sugars natural/non-natural, rare sugars and higher sugars, bifunctional sugar amino acids.