D-Tyrosine → N-(3,5-dimethylbenzoyl)-N-methyl-(D)-tyrosyl-(L)-tryptophan

HRID 1957004

Reaktionsgleichung

Reaktionsgleichung von HRID 1957004
[CH3:1][C:2]1[CH:3]=[C:4]([CH:21]=[C:22]([CH3:24])[CH:23]=1)[C:5]([N:7]([CH3:20])[C@@H:8]([C:17](O)=[O:18])[CH2:9][C:10]1[CH:15]=[CH:14][C:13]([OH:16])=[CH:12][CH:11]=1)=[O:6].N[C@@H](C(O)=O)CC1C=CC(O)=CC=1.Cl.C[O:40][C:41](=[O:54])[C@H:42]([CH2:44][C:45]1[C:53]2[C:48](=[CH:49][CH:50]=[CH:51][CH:52]=2)[NH:47][CH:46]=1)[NH2:43]>>[CH3:24][C:22]1[CH:21]=[C:4]([CH:3]=[C:2]([CH3:1])[CH:23]=1)[C:5]([N:7]([CH3:20])[C@@H:8]([C:17]([NH:43][C@H:42]([C:41]([OH:40])=[O:54])[CH2:44][C:45]1[C:53]2[C:48](=[CH:49][CH:50]=[CH:51][CH:52]=2)[NH:47][CH:46]=1)=[O:18])[CH2:9][C:10]1[CH:11]=[CH:12][C:13]([OH:16])=[CH:14][CH:15]=1)=[O:6]

Komponenten

4

Edukt 3

HCID 71098D-TyrosineHCID 2734891Methyl tryptophanate hydrochlorideHCID 67676289N-(3,5-dimethylbenzoyl)-N-methyl-(D)-tyrosine

Produkt 1

HCID 67675232N-(3,5-dimethylbenzoyl)-N-methyl-(D)-tyrosyl-(L)-tryptophan

Versuchsvorschrift

Coupling of N-(3,5-dimethylbenzoyl)-N-methyl-(D)-tyrosine (prepared from (D)-tyrosine following the procedure described in example 55) with (L)-tryptophan methyl ester hydrochloride according to example 1 followed by hydrolysis of the methyl ester moiety according to example 12 gives N-(3,5-dimethylbenzoyl)-N-methyl-(D)-tyrosyl-(L)-tryptophan; FAB-MS m/e 512 (M-H)-.

Quellen und Nachweise

ORD-Eintrag
ord-a2e3e0819ec84fec9c06fce8526bf83a
Quelldatensatz
uspto-grants-1998_07
Patentnummer
US05780498

Verknüpfte Notizen

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