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新产品编号:2390911

Chemical Name: 2-(Acetoxymethyl)-4(S)-[2-[5-(benzyloxycarbonylamino)-6-oxo-2-phenyl-1,6-dihydropyrimidin-1-yl]acetamido]-2-pentenoic acid methyl ester; N-[1-[N-[3-(Acetoxymethyl)-4-methoxy-1(S)-methyl-4-oxo-2-butenyl]carbamoylmethyl]-6-oxo-2-phenyl-1,6-dihydropyrimidin-
项目整合开发状态: Preclinical
项目研究机构: Walter Reed Army Institute (Originator)
合成路线:The Baylis-Hillman reaction between N-Boc-alaninal (I) and methyl acrylate (II) in the presence of DABCO yields the allylic alcohol adduct (III).Subsequent Mitsunobu coupling with acetic acid leads to the rearranged allylic acetate (IV).Acidic Boc group cleavage in (IV) then gives the amino ester intermediate (V).

合成路线:The pyrimidinone acetaldehyde (VI) is oxidized to the corresponding acid (VII) by means of sodium chlorite.Then,coupling of acid (VII) with amino ester (V) using DCC and HOBt provides the target amide.
📌 参考资料/链接:
参考文献标题:Synthesis and in vitro studies of novel pyrimidinyl peptidomimetics as potential antimalarial therapeutic agents
文献作者:Zhu,S.; Hudson,T.H..; Kyle,D.E.; Lin,A.J.
参考来源:J Med Chem 2002,45(16),3491