【药物名称】
化学结构式(Chemical Structure):
参考文献No.566793
标题:Synthesis and pharmacological activity of O-(5-isoxazolyl)-L-serine
作者:Ikegami, F.; Yamamoto, A.; Sekine, T.; Ishikawa, T.; Kusamae-Eguchi, K.; Kusama, T.; Watanabe, K.
来源:Chem Pharm Bull 2000,48(2),278
合成路线图解说明:

Isoxazolin-5-one (III) was synthesized from ethyl propiolate (I) via ethyl malonaldehyde oxime (II) by a known method. Treatment of N-Boc-L-serine (IV) with N,N-dimethylformamide di-tert-butylacetal (V) in refluxing benzene produced Boc-serine tert-butyl ester (VI) along with a small amount of O-formyl derivative, which was separated by column chromatography. Mitsunobu coupling of isoxazolinone (III) with serine derivative (VI) employing diisopropyl azodicarboxylate (DIAD) and triphenylphosphine afforded the protected O-isoxazolyl serine (VII). The protecting groups of (VII) were finally removed by treatment with trifluoroacetic acid.

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