Ampicillin → Cephradine

HRID 1494690

反応式

HRID 1494690 の反応式
C1C=CC([C@@H](N)C(O)=O)=CC=1.[CH3:12][C:13]1([CH3:36])[S:17][C@@H:16]2[C@H:18]([NH:21][C:22]([C@H:24]([NH2:32])[C:25]3[CH:26]=[CH:27][C:28](O)=[CH:29][CH:30]=3)=[O:23])[C:19](=[O:20])[N:15]2[C@H:14]1[C:33]([OH:35])=[O:34].CC1(C)S[C@@H]2[C@H](NC([C@H](N)C3C=CC=CC=3)=O)C(=O)N2[C@H]1C(O)=O.CC(OCC1CS[C@@H]2[C@H](N)C(=O)N2C=1C(O)=O)=O>>[CH3:36][C:13]1[CH2:12][S:17][C@@H:16]2[C@H:18]([NH:21][C:22]([C@H:24]([NH2:32])[C:25]3[CH2:26][CH:27]=[CH:28][CH2:29][CH:30]=3)=[O:23])[C:19](=[O:20])[N:15]2[C:14]=1[C:33]([OH:35])=[O:34]

参加物

5

反応物 4

HCID 6249AmpicillinHCID 33613AmoxicillinHCID 70134Phenylglycine, D-HCID 4413287-Aminocephalosporanic acid

生成物 1

HCID 38103Cephradine

実験手順

As an example, D-(-)-(4-hydroxyphenyl)-glycine and D-(-)-phenylglycine are key intermediates in the industrial synthesis of amoxycillin and ampicillin respectively; while D-(-)-2-amino-2-(1,4-cylcohexadien-1-yl)acetic acid may conveniently be employed in the acylation of 7-amino-cephalosporanic acid to give cefradin.

出典と根拠

ORDレコード
ord-475a1fd31f0143658338a1c999fb1429
出典データセット
uspto-grants-1991_06
特許番号
US05026906

関連ノート

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