EP-1052
Chemical Name: [(4R,5S,6S,7R,9R,10R,14R)-6-[3,6-Dideoxy-4-O-[2,6-dideoxy-3-C-methyl-4-O-(3-methylbutyryl)-alpha-L-ribo-hexopyranosyl]-3-(dimethylamino)-beta-D-glucopyranosyl]-4,10-dihydroxy-5-methoxy-9,14-dimethyl-2-oxooxacyclotetradec-11-en-7-yl]acetaldehyde
项目整合开发状态: Biological Testing
项目研究机构: Enanta Pharmaceuticals (Originator)
合成路线:Ring contraction of the 16-membered lactone skeleton of josamycin (I) to the 14-membered lactone (III) is accomplished by olefin metathesis in the presence of Nolan catalyst (II) and 1-hexene.Subsequent deacetylation of (III) employing K2CO3 in MeOH gives rise to the title compound.
合成路线:In a closely related procedure,leucomycin A1 (I) is subjected to olefin metathesis in the presence of Nolan catalyst (II) and 1-hexene to furnish the title compound.
📌 参考资料/链接：
参考文献标题:14-Membered macrolides derived from leucomycins
文献作者:Or,Y.S.; Wang,J.; Lazarova,T.; Binet,S.(Enanta Pharmaceuticals,Inc.)
参考来源:US 6440942; WO 0260912
📄 详细内容
合成路线:Ring contraction of the 16-membered lactone skeleton of josamycin (I) to the 14-membered lactone (III) is accomplished by olefin metathesis in the presence of Nolan catalyst (II) and 1-hexene.Subsequent deacetylation of (III) employing K2CO3 in MeOH gives rise to the title compound.
参考文献标题:Synthesis and biological evaluation of a new class of 14-membered ring macrolide antibiotics
文献作者:Binet,S.M.; Evans,J.; Haley,T.; Napper,A.; Phan,L.; Or,Y.; Lazarova,T.I.
参考来源:42nd Intersci Conf Antimicrob Agents Chemother (Sept 27 2002,San Diego) 2002,Abst F-1665