Pyrazole → Penicillanic Acid

HRID 485684

反応式

HRID 485684 の反応式
[CH3:1][C:2]1([CH3:25])[S:6][C@@H:5]2[C@H:7](NC([C@H](N)C3C=CC(O)=CC=3)=O)[C:8](=[O:9])[N:4]2[C@H:3]1[C:22]([OH:24])=[O:23].CC1(C)S[C@@H]2[C@H](NC(CC3C=CC=CC=3)=O)C(=O)N2[C@H]1C([O-])=O.[K+].N1C=CC=N1.[Na]>>[CH3:1][C:2]1([CH3:25])[S:6][C@@H:5]2[CH2:7][C:8](=[O:9])[N:4]2[C@H:3]1[C:22]([OH:24])=[O:23]

参加物

5

実験手順

The free penicillanic acid of the title compound was prepared in the same manner as in Example 11(c), except that amoxycillin trihydrate was used in place of ampicillin. The free acid possessed δ(CD3OD) 1.50, 1.57(2×3H, 2s, gem dimethyls), 4.37 (1H, s, C3 penicillin proton), 5.58 (2H, m, C5 and C6 penicillin protons), 5.78 (1H, s, --CH--CONH--), 6.85(2H, d, J9 Hz, 2 aryl protons), 7.43 (2H, d, J9Hz 2 aryl protons), 7.85 (2H, d, J8Hz, 2 aryl protons), 8.30 (2H, d, J8Hz, 2 aryl protons), 8.61 (1H, s, C3 pyrazole proton). The free acid was converted to the sodium salt in a manner analogous to example 6(b). The sodium salt possessed νmax (Nujol) 1760, 1560 cm-1. MIC against E.coli NCTC 10418 5 μg/ml.

出典と根拠

ORDレコード
ord-0e94331dc3184fa8b5b092eb6f6545ae
出典データセット
uspto-grants-1985_08
特許番号
US04537886

関連ノート

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