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EP0134041B1 Expired / Lapsed EP ⏱️ 0.0 years remaining

N-chlorocarbonyloxy-5-norbornene-2,3-dicarboximide, process for its preparation and its use

Assignee: Fraunhofer-Gesellschaft zur Förderung der Angewandten Forschung eV
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Filing: 1984-08-23
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Granted: 1988-04-06
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Expires: 2004-08-23
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Abstract

Abstract A new compound is disclosed, N-(chlorocarbonyloxy-5-norbornene-2,3-dicarboximide I, in addition to processes for its production and employment of the compound as starting product for the manufacture of non-symmetrical carbonate, urethane-protected amino acid or peptide, activated carrier and carrier-ligand-complexes. The new compound is reacted with alcohols as well as with hydroxyl-group-containing or amino-group-containing polymers.

Inventors

  • 👤 Peter Dr. Dipl.-Chem. Henklein
  • 👤 Manfred Dr. Dipl.-Biol. Becker
  • 👤 Werner Dr. Dipl.-Chem. Büttner
  • 👤 Fritz Dr. Dipl.-Chem. Loth
  • 👤 Horst Dr. Dipl.-Chem. Dautzenberg
  • 👤 Klaus Dr. Dipl.-Chem. Forner
  • 👤 Rudolf Dr. Dipl.-Chem. Dölling
  • 👤 Karl-Heinz Dipl.-Chem. Graul
  • 👤 Wolf-Rainer Dr. Dipl.-Chem. Halatsch
  • 👤 Christian Dipl.-Ing. Rupprich

Bibliographic Details

Application Number —
Jurisdiction EP
Data Source google_patents
Last Synchronized 2026-10-24 02:02
CPC Classifications
C; C07; C07D; C07D209/00; C07D209/56; C07D209/58; C07D209/72; C07D209/76; C12; C12N; C12N11/00; C12N11/02; C12N11/06; G; G01; G01N; G01N33/00; G01N33/48; G01N33/50; G01N33/53; G01N33/543; G01N33/54353; G01N33/544

Claims Analysis

Total Claims: 5
Claim 1
Independent Claim 5 words
N-Chlorocarbonyloxy-5-norbornene-2,3-dicarboximide of the formula I
Claim 2
Dependent Claim 5 words
N-Chlorocarbonyloxy-5-norbornene-2,3-dicarboximide of the formula I
Claim 3
Dependent Claim 40 words
Process for the preparation of N-chlorocarbonyloxy-5-norbornene-2,3-dicarboxmide of formula I according to claim 1, characterised by the reaction of N-hydroxy-5-norbornen-2,3-dicarboximide of the formula II or of its sodium salt of the formula III with phosgene according to the following reaction scheme:
Claim 6
Dependent Claim 24 words
Process according to claim 2, characterised in that the reaction of the N-hydroxy-5-norbornene-2,3-dicarboximide with phosgene is carried out in the presence of tertiary amines.
Claim 7
Dependent Claim 179 words
Use of the N-chlorocarbonyloxy-5-norbornene-2,3-dicarboxyimide of the formula I according to claim 1 for the preparation of - asymmetric carbonates of the formula IV wherein R 1 signifies t-butyl, 1-adamantyl, 2-diphenylpropyl, 9-methylfluorenyl, methylsulphonylethyl, benzyl or other radicals usual in peptide chemistry, - urethane-protected amino acids or peptides of the formula V R 2 -NH-CO-OR 1 (V) wherein R 1 signifies the same as above and R 2 an amino acid or peptide residue, - activated carriers of the formulae VII and X wherein R 4 signifies H, alkyl, substituted alkyl, aryl or substituted aryl, as well as - carrier-ligand complexes of the formulae Vllla, Vlllb, Vlllc, Xla, Xlb and Xlc: R3-NH-CO-0-... (Vllla), R 3- S -CO-0-.. (Vlllb), wherein R 3 signifies H, alkyl, substituted alkyl, aryl or substituted aryl or an amino acid, peptide or protein residue, wherein R 5 and R 6 signify H, alkyl, substituted alkyl, aryl or substituted aryl, R3-NH-CO-NR 4- .. (Xla) R 3 -S-CO-NR 4 -.. (Xlb) and wherein R3, R 4 , R 5 and R 6 have the same meaning as as above.

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