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HRID 324261作成日:2026年10月23日

3-(2-Hydroxy-ethylidene)-7-oxo-4-oxa-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzyl ester(benzyl calvunlanate) → Clavulanic Acid

https://huagongshe.com/ja/reaction/324261

反応式

関与物質

役割名称HCID仕込み量
反応物3-(2-Hydroxy-ethylidene)-7-oxo-4-oxa-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzyl ester(benzyl calvunlanate)HCID 9904055—
触媒PalladiumHCID 23938—
溶媒EthanolHCID 702—
生成物Clavulanic AcidHCID 5280980—

反応手順

Benzyl clavulanate (100 mgs) in ethanol (5 ml) was hydrogenated over 10% Pd/C (30 mgs) for 45 minutes at ambient temperature and atmospheric pressure. The catalyst was filtered, washed with ethanol and the combined filtrates were evaporated in vacuo to give clavulanic acid as an unstable, viscous oil (58 mgs). N.m.r. (C5D5N): 3.05(d,1,J=18 Hz), 3.60(dd,1,J1=18 Hz, J2=2.5 Hz), 4.75(d,2,J=7.5 Hz), 5.58(t,1,J=7.5 Hz),5.66 (S,1), 6.0δ(d,1,J=2.5 Hz).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US06218380B1
出典データセットuspto-grants-2001_04
ORD IDord-e657a547ac0a4bedab66b3ebeb614482
出典メモuspto-grants-2001_04