Dicyclohexylcarbodiimide → HCID 178476676, Verbindung

HRID 904950Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 904950
C1C=CC2N(O)N=NC=2C=1.C1CCC(N=C=NC2CCCCC2)CC1.[NH:26]([C:38]([O:40][CH2:41][C:42]1[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=1)=[O:39])[C@H:27]([C:35]([OH:37])=[O:36])[CH2:28][CH2:29][CH2:30][NH:31][C:32](=[NH:34])[NH2:33].[NH2:48][C@H:49]([C:57]([NH:59][C@H:60]([C:70]([NH:72][C@H:73]([C:77]([NH:79][C@H:80]([C:84]([O:86][CH3:87])=[O:85])[CH:81]([CH3:83])[CH3:82])=[O:78])[CH:74]([CH3:76])[CH3:75])=[O:71])[CH2:61][CH2:62][C:63](=[O:69])[O:64]C(C)(C)C)=[O:58])[CH2:50][CH2:51][CH2:52][NH:53][C:54](=[NH:56])[NH2:55].Cl.Cl>CN(C)C=O>[NH:26]([C:38]([O:40][CH2:41][C:42]1[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=1)=[O:39])[C@H:27]([C:35]([NH:48][C@H:49]([C:57]([NH:59][C@H:60]([C:70]([NH:72][C@H:73]([C:77]([NH:79][C@H:80]([C:84]([O:86][CH3:87])=[O:85])[CH:81]([CH3:82])[CH3:83])=[O:78])[CH:74]([CH3:75])[CH3:76])=[O:71])[CH2:61][CH2:62][C:63](=[O:64])[OH:69])=[O:58])[CH2:50][CH2:51][CH2:52][NH:53][C:54](=[NH:55])[NH2:56])=[O:37])[CH2:28][CH2:29][CH2:30][NH:31][C:32](=[NH:34])[NH2:33].[CH3:27][C:35]([OH:37])=[O:36]

Komponenten

6

Edukt 4

HCID 10868DicyclohexylcarbodiimideHCID 757711-HydroxybenzotriazoleHCID 178501512HCID 178501512, VerbindungHCID 178512917HCID 178512917, Verbindung

Produkt 1

HCID 178476676HCID 178476676, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

0.68 g of HOBt and 1.1 g of DCC are added successively to 1.54 g of Z-Arg-OH and 3.44 g of the compound prepared in accordance with (B), in 40 ml of dimethylformamide. After stirring overnight, the mixture is filtered, the filtrate is concentrated in vacuo and the residue is digested with ethyl acetate. The tert.-butyl group is split off analogously to Example 1 with trifluoroacetic acid and the compound is converted into its acetate and purified by chromatography on Sephadex® LH 20. Yield 2.9 g, aminoacid analysis: Glu 1.00, Val 1.89 and Arg 2.01.

Aufarbeitung

  1. filtrationthe mixture is filtered
  2. concentrationthe filtrate is concentrated in vacuo
  3. customThe tert.-butyl group is split off analogously to Example 1 with trifluoroacetic acid
  4. custompurified by chromatography on Sephadex® LH 20

Quellen und Nachweise

ORD-Eintrag
ord-6888308b6a6e4de393ea80229b6c9378
Quelldatensatz
uspto-grants-1983_12
Patentnummer
US04420424

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