Triethylamine → (+)-(1S,2S)-3-formyl-2-methyl-8-(2-hydroxy-1,2,3,4-tetrahydro-1-naphthyloxy)-imidazo[1,2-a]pyridine
Reaktionsgleichung
[CH:1]([C:3]1[N:7]2[CH:8]=[CH:9][CH:10]=[C:11]([OH:12])[C:6]2=[N:5][C:4]=1[CH3:13])=[O:2].C(N([CH2:19][CH3:20])CC)C>CO>[CH:1]([C:3]1[N:7]2[CH:8]=[CH:9][CH:10]=[C:11]([O:12][C@H:6]3[C:19]4[C:20](=[CH:1][CH:3]=[CH:4][CH:13]=4)[CH2:9][CH2:10][C@@H:11]3[OH:12])[C:6]2=[N:5][C:4]=1[CH3:13])=[O:2]Komponenten
4
Versuchsvorschrift
580 mg of 3-formyl-8-hydroxy-2-methyl-imidazo[1,2-a]pyridine and 580 mg of (+)-1R,2S-1,2,3,4-tetrahydro-naphthaline-1,2-oxide are reacted, analogously to the method described in Example 21, with 340 mg triethylamine in 43 ml of aqueous methanol (35 ml methanol+8 ml water) at 60° C. After 8 hours the mixture is worked up as described in Example 41. After stirring with petroleum ether and drying in high vacuum, 250 mg of the title compound is isolated. [α]D22 =+38° (c=1, chloroform).