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Abstract

The present invention relates to furanoid sugar amino acids and their salts which carrying an additional chiral center at C6-position with substituents and resembling the side-chains of natural amino acids. More particularly, 6-substituted-6-deoxy-6-amino-2,5-anhydroaldonic acids and their 3,4-dideoxy congeners, in enantiomerically pure forms, which constitute an important class of conformationally constrained peptide building blocks that can be used as dipeptide isosteres in peptidomimetic studies. R.sup.1=H, Boc, Cbz, Fmoc, acetyl or salts such as HCl, TFA R.sup.2=CH.sub.3--, (CH.sub.3).sub.2CH--, (CH.sub.3).sub.2CHCH.sub.2--, CH.sub.3CH.sub.2CH(CH.sub.3)--, alkyl groups, OR.sup.3)CH.sub.2--, CH.sub.3(OR.sup.3)CH--, (R.sup.3S)CH.sub.2--, CH.sub.3SCH.sub.2CH.sub.2--- , (RHN)CH.sub.2CH.sub.2CH.sub.2CH.sub.2--, (CONH.sub.2)CH.sub.2--, (CONH.sub.2)CH.sub.2CH.sub.2--, (CO.sub.2R.sup.5)CH.sub.2--, (CO.sub.2R.sup.5)CH.sub.2CH.sub.2--, Ph-, Ar-, PhCH.sub.2--, ArCH.sub.2--, Phenylalkyl-, arylalkyl-, (indolyl)CH.sub.2--, (imidazolyl)CH.sub.2--, and all other amino acid side-chains R.sup.3=H, tert-butyl, alkyl, benzyl, arylCH.sub.2, CO(alkyl), CO(arylalkyl), SO.sub.3H, PO.sub.3H.sub.2, silyl, R.sub.4=--O-alkyl, --O-arylalkyl, -amine, -alkylamine, -arylalkylamine, and others R.sub.5=H, tert-butyl, alkyl, benzyl, arylCH.sub.2, R.sup.1-R.sup.2=--(CH.sub.2).sub.n-- (n=2,3,4)

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First Claim