Henklein, P.P.HenkleinBecker, M.M.BeckerBuettner, W.W.BuettnerLoth, F.F.LothDautzenberg, H.H.DautzenbergForner, K.K.FornerDoelling, R.R.DoellingGraul, K.-H,K.-H,GraulHalatsch, W.-R.W.-R.HalatschRupprich, C.C.Rupprich2022-03-082022-03-081988https://publica.fraunhofer.de/handle/publica/302023EP 134041 A UPAB: 19930925 (A) N-Chlorocarbonyloxy-5-norbornene -2,3-dicarboximide of formula (I) is new: (B) Prodn. of protected amino acids or peptides of formula R2NHCOOR R2NHCOOR1 (II), activated carriers of formula (III) and (IV), and carrier-ligand conjugates of formula LCOOQ (V) and L-CO-NR4-Q (VI), is effected by: (a) reacting (I) with an alcohol of formula R1OH and reacting the resulting asymmetric carbonate (VIII) with an amino acid or peptide R2NH2 to form (II): In the formulae R1 = t-Bu, 1-adamantyl, 2-dipherylpropyl (sic), 9-methylfluorenyl, methylsulphonylethyl, benzyl or another gp. normally used in peptide chem.; R2 = an amino acid or peptide residue;. (b) reacting (I) with an OH-contg. polymer of formula QOH (X) and reacting the resulting activated carrier (IV) with a nucleophilic ligand LH to form a conjugate (V): Q = polymer residue; L = SR3, NHR3 or NR5R6; R3 = H, opt. substd. alkyl, opt. substd. aryl or an amino acid, peptide or protein residue; R5 and R6 = H or opt. substd. alkyl or aryl. (c) reacting (I) with an insoluble amino-contg. polymer of formula Q-NHR4 (XI) and reacting the resulting activated carrier (IV) with LH to form a conjugate (VI): R4 = H or opt. substd. alkyl or aryl. USE/ADVANTAGE - (III)-(VI) are useful in solid-phase peptide synthesis and for immobilising enzymes, assay reagents, etc. (I) is an easily prepd., stable cpd. (III) and (IV) have good hydrolytic stability in alkaline media, allowing coupling with ligands to be effected at high pH. 0/0de608668patent1983-2541961983-2541971983-2541981983-2560561983-256057