1-(2-isopropyloxazol-4-yl)-N-methylmethanamine → N-((N-Methyl-N-((2-isopropyl-4-oxazolyl)methyl)amino)carbonyl)-L-alanine Methyl Ester

HRID 52729

Reaktionsgleichung

Reaktionsgleichung von HRID 52729
[CH:1]([C:4]1[O:5][CH:6]=[C:7]([CH2:9][NH:10][CH3:11])[N:8]=1)([CH3:3])[CH3:2].[CH3:12][O:13][C:14](=[O:32])[C@H:15]([CH:29](C)C)[NH:16][C:17]([O:19]C1C=CC([N+]([O-])=O)=CC=1)=O.COC(=O)[C@H](C)NC(OC1C=CC([N+]([O-])=O)=CC=1)=O>>[CH3:12][O:13][C:14](=[O:32])[C@H:15]([CH3:29])[NH:16][C:17]([N:10]([CH3:11])[CH2:9][C:7]1[N:8]=[C:4]([CH:1]([CH3:2])[CH3:3])[O:5][CH:6]=1)=[O:19]

Komponenten

4

Edukt 3

HCID 108207841-(2-isopropyloxazol-4-yl)-N-methylmethanamineHCID 15344176Methyl N-[(4-nitrophenoxy)carbonyl]-L-valinateHCID 54298210N-(((4-nitrophenyl)oxy)carbonyl)-L-alanine methyl ester

Produkt 1

HCID 10708114N-((N-Methyl-N-((2-isopropyl-4-oxazolyl)methyl)amino)carbonyl)-L-alanine Methyl EsterAusbeute 66 %

Versuchsvorschrift

Using the procedure of Example 1S, but replacing 2-isopropyl-4-(((N-methyl)amino)methyl)thiazole with 2-isopropyl-4-(((N-methyl)amino)methyl)-oxazole and relacing N-(((4-nitrophenyl)oxy)carbonyl)-L-valine methyl ester with N-(((4-nitrophenyl)oxy)carbonyl)-L-alanine methyl ester provided the desired compound in 66% yield. 1H NMR (CDCl3) δ1.32 (d, 6H), 1.42 (d, 3H), 2.96 (s, 3H), 3.05 (m, 1H), 3.75 (s, 3H), 4.30 (s, 2H), 4.47 (m, 1H), 5.80 (br d, 1H), 7.46 (s, 1H). Mass spectrum: (M+H)+ =284.

Quellen und Nachweise

ORD-Eintrag
ord-636ca2154b8340fd87a2cf1b2626271e
Quelldatensatz
uspto-grants-1997_04
Patentnummer
US05616720

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