Dicyclohexylcarbodiimide → HCID 178455953, Verbindung

HRID 65376Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 65376
[NH:1]([C:12]([O:14][CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[O:13])[C@H:2]([C:9]([OH:11])=O)[CH2:3][C:4]1[N:8]=[CH:7][NH:6][CH:5]=1.[NH2:22][C@H:23]([C:30]([NH:32][C@H:33]([C:38]([NH:40][C@H:41]([C:45]([NH:47][C@H:48]([C:53]([NH:55][C@H:56]([C:63]([NH2:65])=[O:64])[CH2:57][C:58]1[N:62]=[CH:61][NH:60][CH:59]=1)=[O:54])[C@H:49]([CH2:51][CH3:52])[CH3:50])=[O:46])[CH:42]([CH3:44])[CH3:43])=[O:39])[CH2:34][CH:35]([CH3:37])[CH3:36])=[O:31])[CH2:24][C:25]1[N:29]=[CH:28][NH:27][CH:26]=1.Cl.Cl.C1C=CC2N(O)N=NC=2C=1.C(N(C(C)C)C(C)C)C.C1CCC(N=C=NC2CCCCC2)CC1>C(Cl)Cl.CO.O>[NH:1]([C:12]([O:14][CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[O:13])[C@H:2]([C:9]([NH:22][C@H:23]([C:30]([NH:32][C@H:33]([C:38]([NH:40][C@H:41]([C:45]([NH:47][C@H:48]([C:53]([NH:55][C@H:56]([C:63]([NH2:65])=[O:64])[CH2:57][C:58]1[N:62]=[CH:61][NH:60][CH:59]=1)=[O:54])[C@H:49]([CH2:51][CH3:52])[CH3:50])=[O:46])[CH:42]([CH3:43])[CH3:44])=[O:39])[CH2:34][CH:35]([CH3:37])[CH3:36])=[O:31])[CH2:24][C:25]1[N:29]=[CH:28][NH:27][CH:26]=1)=[O:11])[CH2:3][C:4]1[N:8]=[CH:7][NH:6][CH:5]=1

Komponenten

7

Edukt 5

HCID 10868DicyclohexylcarbodiimideHCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 178455956HCID 178455956, VerbindungHCID 178523877HCID 178523877, Verbindung

Produkt 1

HCID 178455953HCID 178455953, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 21958822Dichloromethane methanol waterLösungsmittel

Versuchsvorschrift

In a manner analogous to that described in Example 1, using as starting materials 23 mg of Z-His-OH, 50 mg of H-His-Leu-Val-Ile-His-NH2.2HCl, 11 mg of HOBt, 24,6 μl of ethyldiisopropylamine and 21 mg of DCCI, the title compound is obtained in the form of a grey resin after flash chromatography (32 g of silica gel 60, 40-63 μm, eluant system methylene chloride/methanol/water/glacial acetic acid 280:160:40:2). Rf (B13)=0.40.

Quellen und Nachweise

ORD-Eintrag
ord-9c87e816bf8944c7b57e4f5a0bbea84c
Quelldatensatz
uspto-grants-1986_09
Patentnummer
US04613676

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