HCID 13839325, Verbindung → HCID 14836042, Verbindung
Reaktionsgleichung
[CH2:1]([O:3][C:4]([N:6]=C=NC(C)(C)C)=[O:5])[CH3:2].[F:13][C:14]1[CH:23]=[CH:22][C:21]2[C:16](=[CH:17][CH:18]=[C:19]([O:28][CH3:29])[C:20]=2[C:24]([F:27])([F:26])[F:25])[C:15]=1[C:30]([N:32]([CH3:37])[CH2:33][C:34]([OH:36])=O)=[O:31]>C1COCC1>[CH2:1]([O:3][C:4]([NH:6][C:34](=[O:36])[CH2:33][N:32]([CH3:37])[C:30]([C:15]1[C:16]2[C:21](=[C:20]([C:24]([F:27])([F:25])[F:26])[C:19]([O:28][CH3:29])=[CH:18][CH:17]=2)[CH:22]=[CH:23][C:14]=1[F:13])=[O:31])=[O:5])[CH3:2]Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
According to the procedure of O. M. Mitsunobu et al, Bull. Chem. Soc. Japan, 45, 3607 (1972), a solution of ethoxycarbonyl-t-butylcarbodiimide (0.436, 1.10 q) and N-[[2-fluoro-6-methoxy-5-(trifluoromethyl)-1-naphthalenyl]carbonyl]-N-methylglycine (0.838 g, 2.38 mmole) in anhydrous THF (13.5 mL) was heated to reflux under a dry nitrogen atmosphere for 10 hours. The reaction was cooled to room temperature and the organic solvent was removed. The solid was flash chromatographed (1:1 pertroleum ether:ethyl acetate, silica). The resultant foam was triturated with petroleum ether and dried to provide the title compound as a white solid (0.567 g, 50%), m.p. 130°-132° C.