Mitemcinal fumarate, GM-611
(1S,2R,3S,4S,5R,8R,9R,11S)-8-乙基-4-[(2R,4R,5S,6S)-5-羟基-4-甲氧基-4,6-二甲基四氢吡喃-2-基]氧基-2-[(2S,3R,4S,6R)-3-羟基-6-甲基-4-(甲基-丙-2-基氨基)四氢吡喃-2-基]氧基-9-甲氧基-1,3,5,9,11,13-六甲基-7,15-二氧杂双环[10.2.1]十五碳-12-烯-6,10-二酮 Chemical Name: 3'-N-Demethyl-11-deoxy-3'-N-isopropyl-12-O-methyl-11-oxo-8,9-didehydroerythromycin A 6,9-hemiacetal fumarate; 8,9-Didehydro-N-demethyl-9-deoxo-6,11-dideoxy-6,9-epoxy-N-isopropyl-12-O-methyl-11-oxoerythromycin fumarate
CAS No. 154802-96-7, 154738-42-8 (free base)
项目整合开发状态: Phase II
项目研究机构: Chugai (Originator)
合成路线:The oxidation of 2'-O-acetyl-4''-O-formyl-8,9-didehydroerythromycin A 6,9-hemiacetal (I) gives the corresponding 11-oxo derivative (II),which was first methylated with NaH and methyl iodide and then hydrolyzed with NaHCO3 to yield 11-deoxy-12-O-methyl-1-oxo-8,9-didehydroerythromycin A 6,9-hemiacetal (III).The demethylation of (III) with I2 and NaOH affords the 3'-N-demethyl derivative (IV),which is finally alkylated with isopropyl iodide and diisopropylethylamine in methanol.
📌 参考资料/链接：
参考文献标题:Erythromycin derivs
文献作者:Koga,H.; Sato,T.; Takanashi,H.(Chugai Pharmaceutical Co.Ltd.)
参考来源:EP 0643068; JP 1994056873; US 5658888; WO 9324509
📄 详细内容
合成路线:The oxidation of 2'-O-acetyl-4''-O-formyl-8,9-didehydroerythromycin A 6,9-hemiacetal (I) gives the corresponding 11-oxo derivative (II),which was first methylated with NaH and methyl iodide and then hydrolyzed with NaHCO3 to yield 11-deoxy-12-O-methyl-1-oxo-8,9-didehydroerythromycin A 6,9-hemiacetal (III).The demethylation of (III) with I2 and NaOH affords the 3'-N-demethyl derivative (IV),which is finally alkylated with isopropyl iodide and diisopropylethylamine in methanol.
参考文献标题:GM-611
文献作者:Graul,A.; Castar,J.; Prous,J.
参考来源:Drugs Fut 1994,19(10),910
合成路线:The oxidation of 2'-O-acetyl-4''-O-formyl-8,9-didehydroerythromycin A 6,9-hemiacetal (I) gives the corresponding 11-oxo derivative (II),which was first methylated with NaH and methyl iodide and then hydrolyzed with NaHCO3 to yield 11-deoxy-12-O-methyl-1-oxo-8,9-didehydroerythromycin A 6,9-hemiacetal (III).The demethylation of (III) with I2 and NaOH affords the 3'-N-demethyl derivative (IV),which is finally alkylated with isopropyl iodide and diisopropylethylamine in methanol.
参考文献标题:Gastrointestinal motor-stimulating activity of macrolide antibiotics and analysis of their side effects on the canine gut
文献作者:Itoh,Z.; Suzuki,T.; Nakaya,M.; Inoue,M.; Mitsuhashi,S.
参考来源:Antimicrob Agents Chemother 1984,26(6),863-9
产品链接: CAS No. 154802-96-7›› 产品链接: CAS No.154738-42-8››