L-161240
(4R)-2-(3,4-二甲氧基-5-丙基苯基)-4,5-二氢-N-羟基-4-恶唑甲酰胺Chemical Name: 4(R)-2-(3,4-Dimethoxy-5-propylphenyl)-N-hydroxy-4,5-dihydrooxazole-4-carboxamide
CAS No. 183298-68-2
项目整合开发状态: Preclinical
项目研究机构: Merck & Co. (Originator)
合成路线:This compound can be prepared by two related ways:1) Nitrile (I) was converted to iminoester (II) with methanolic HCl,which was then condensed with (R)-serine methyl ester (III) to give oxazoline (IV).Further reaction of (IV) with O-benzyl hydroxylamine in the presence of AlMe3 provided hydroxamate (VII).Finally,the O-benzyl protecting group was removed by hydrogenolysis over Pd/C.2) Alternatively,coupling of the benzoic acid (V) with (R)-serine methyl ester (III) produced amide (VI),which was cyclized to the alredy described oxazolidine (IV) with SOCl2.
📌 参考资料/链接:
参考文献标题:Carbohydroxamido-oxazolidines: Antibacterial agents that target lipid A biosynthesis
文献作者:Chen,M.H.; Steiner,M.G.; de Laszlo,S.E.; Patchett,A.A.; Anderson,M.S.; Hyland,S.A.; Onishi,H.R.; Silver,L.L.; Raetz,C.R.
参考来源:Bioorg Med Chem Lett 1999,9(3),313