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HRID 370439作成日:2026年10月26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/reaction/370439

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US04526783
出典データセットuspto-grants-1985_07
ORD IDord-e6bf46af1a8b497faf8175c50a508869
出典メモuspto-grants-1985_07