AGN-190383

2(5H)-呋酮,4-[1-(乙氧氧)三癸醇]-5-羟基-Chemical Name: 4-(1-Acetoxytridecyl)-5-hydroxyfuran-2(5H)-one
CAS No. 120755-15-9
项目整合开发状态: Preclinical
项目研究机构: Allergan (Originator)
合成路线:Addition of dodecylmagnesium bromide to 5-triethylsilyl-3-furaldehyde (I) followed by in situ acetylation using acetic anhydride gives 4-(1-acetoxytridecyl)-2-triethylsilylfuran (II).Singlet oxygen oxidation of (II) in THF,in the presence of water,gives AGN-190383.
📌 参考资料/链接:
参考文献标题:Anti-inflammatory furanones
文献作者:Bonfiglio,J.N.; Garst,M.E.; Lee,G.C.M.; Tallman,E.A.(Allergan,Inc.)
参考来源:AU 8817365; EP 0295056; JP 1989013078

📄 详细内容


合成路线:Addition of dodecylmagnesium bromide to 5-triethylsilyl-3-furaldehyde (I) followed by in situ acetylation using acetic anhydride gives 4-(1-acetoxytridecyl)-2-triethylsilylfuran (II).Singlet oxygen oxidation of (II) in THF,in the presence of water,gives AGN-190383.

参考文献标题:A novel synthesis of 2,4-substituted furans
文献作者:Lee,G.C.M.; Holmes,J.M.; Garst,M.E.
参考来源:198th ACS Natl Meet (Sept 10-15,Miami Beach) 1989,Abst ORGN 194


合成路线:Addition of dodecylmagnesium bromide to 5-triethylsilyl-3-furaldehyde (I) followed by in situ acetylation using acetic anhydride gives 4-(1-acetoxytridecyl)-2-triethylsilylfuran (II).Singlet oxygen oxidation of (II) in THF,in the presence of water,gives AGN-190383.

参考文献标题:AGN-190383
文献作者:Lee,G.; De Vries,G.; Harcourt,D.; Holmes,J.; Amdahl,L.; Syage,E.; Wenzel,M.; Wheeler,L.; Garst,M.
参考来源:Drugs Fut 1990,15(6),561


合成路线:Addition of dodecylmagnesium bromide to 5-triethylsilyl-3-furaldehyde (I) followed by in situ acetylation using acetic anhydride gives 4-(1-acetoxytridecyl)-2-triethylsilylfuran (II).Singlet oxygen oxidation of (II) in THF,in the presence of water,gives AGN-190383.
参考文献标题:Process for preparing 5-substituted-3,-furaldehyde
文献作者:Lee,G.C.M.(Allergan,Inc.)
参考来源:EP Appl.89310601; US 259225


产品链接: CAS No. 120755-15-9››