7-Aminocephalosporanic acid → HCID 15093273、化合物

反応式

C(=O)([O-])O.[Na+].CC(O[CH2:10][C:11]1[CH2:20][S:19][C@@H:14]2[C@H:15]([NH2:18])[C:16](=[O:17])[N:13]2[C:12]=1[C:21]([OH:23])=[O:22])=O.[SH:24][C:25]1[S:29][CH:28]=[N:27][C:26]=1[C:30]([O:32][CH3:33])=[O:31]>O>[NH2:18][CH:15]1[C:16](=[O:17])[N:13]2[C:12]([C:21]([OH:23])=[O:22])=[C:11]([CH2:10][S:24][C:25]3[S:29][CH:28]=[N:27][C:26]=3[C:30]([O:32][CH3:33])=[O:31])[CH2:20][S:19][C@H:14]12

参加物

実験手順

1.7 g (2 eq.) of sodium hydrogencarbonate were added to a suspension of 2.7 g (10 mmol) of 7-ACS in 20 ml of water and 1.7 g (10 mmol) of methyl 5mercapthothiazole-4carboxylate (Preparation Example 5) were added after dissolution. The solution was then kept at 65° C. for 5 h and extracted twice with ethyl acetate after cooling. The aqueous phase was then acidified to pH 3 and the precipitated product was filtered off with suction and dried. 2.6 g (68%) of the desired title compound were obtained.