Dimethylformamide → Leucinamide

HRID 1382181

Reaktionsgleichung

Reaktionsgleichung von HRID 1382181
[NH:1]([C:15]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=[O:16])[C@H:2]([C:4]([NH:6][C@H:7]([C:12]([NH2:14])=[O:13])[CH2:8][CH:9]([CH3:11])[CH3:10])=[O:5])[CH3:3].CN(C)C=O.N(C(C1C=CC=CC=1)=O)[C@H](C(N[C@H](C(O)=O)CC(C)C)=O)C.N(C(C1C=CC=CC=1)=O)[C@H](C(O)=O)C>[Cl-].[K+]>[NH2:6][C@H:7]([C:12]([NH2:14])=[O:13])[CH2:8][CH:9]([CH3:11])[CH3:10].[NH:1]([C:15]([C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1)=[O:16])[C@H:2]([C:4]([NH:6][C@H:7]([C:12]([NH2:14])=[O:13])[CH2:8][CH:9]([CH3:11])[CH3:10])=[O:5])[CH3:3]

Komponenten

7

Edukt 4

HCID 6228DimethylformamideHCID 709778N-benzoyl-L-alanine2×HCID 131712768HCID 131712768, Verbindung2×HCID 131712769HCID 131712769, Verbindung

Produkt 2

HCID 69640LeucinamideHCID 131712768HCID 131712768, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 4873Potassium ChlorideLösungsmittel

Versuchsvorschrift

To a solution of 2 ml 15 mM Bz-Ala-Leu-NH2 in 0.1M KCl-1 mM EDTA, pH 9.7, 25° C. and 10% dimethyl formamide was added 2 mg CPD-Y. The reaction course as shown on FIG. 5 was followed by HPLC as described in example 1. It is seen that Bz-Ala-Leu-NH2 after 20 minutes was completely converted to about 68% Bz-Ala-Leu-OH and 32% Bz-Ala-OH. Amino acid analysis on the reaction mixture showed that the Bz-Ala-OH was mainly formed by cleavage of Leu-NH2 from Bz-Ala-Leu-NH2.

Aufarbeitung

  1. customafter 20 minutes

Quellen und Nachweise

ORD-Eintrag
ord-f8fbcf70283b41f789cf889055b2fd52
Quelldatensatz
uspto-grants-1989_02
Patentnummer
US04806473

Verknüpfte Notizen

Wird geladen…