• English
  • 简体中文
Login Register
Current Location: Home > Feedback Help Print

【结 构 式】

【药物名称】A-316023

【化学名称】N-Hydroxy-N-[4-[4-[4-(trifluoromethoxy)phenoxy]phenylsulfonylmethyl]tetrahydro-2H-pyran-4-yl]formamide

【CA登记号】

【 分 子 式 】C20H20F3NO7S

【 分 子 量 】475.4441

【开发单位】Abbott (Originator)

【药理作用】Oncolytic Drugs, Angiogenesis Inhibitors, MMP-2 (Gelatinase A) Inhibitors, MMP-9 (Gelatinase B) Inhibitors

合成路线1

Alkylation of ketone (I) with sulfone (II) by means of BuLi yields derivative (III), which is then treated with POCl3 and pyridine to afford compound (IV). Reaction of (IV) with aqueous hydroxylamine (NH2OH) in THF provides derivative (V), which is finally treated with (VI) in THF to furnish the desired compound.

1 Davidsen, S.K.; Michalides, M.; Stacey, J.R.; et al.; Development of a series of sulfone retrohydroxamates for the inhibition of matrix metalloproteinases. 220th ACS Natl Meet (Aug 20 2000, Washington DC) 2000, Abst MEDI 54.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(I) 31563 tetrahydro-4H-pyran-4-one 29943-42-8 C5H8O2 详情 详情
(II) 46241 methyl(dioxo)[4-[4-(trifluoromethoxy)phenoxy]phenyl]-lambda(6)-sulfane; methyl 4-[4-(trifluoromethoxy)phenoxy]phenyl sulfone C14H11F3O4S 详情 详情
(III) 46242 1-[([4-[4-(trifluoromethoxy)phenoxy]phenyl]sulfonyl)methyl]cyclohexanol C20H21F3O5S 详情 详情
(IV) 46243 4-[([4-[4-(trifluoromethoxy)phenoxy]phenyl]sulfonyl)methylene]tetrahydro-2H-pyran; tetrahydro-4H-pyran-4-ylidenemethyl 4-[4-(trifluoromethoxy)phenoxy]phenyl sulfone C19H17F3O5S 详情 详情
(V) 46244 4-(hydroxyamino)-4-[([4-[4-(trifluoromethoxy)phenoxy]phenyl]sulfonyl)methyl]tetrahydro-2H-pyran; N-[4-[([4-[4-(trifluoromethoxy)phenoxy]phenyl]sulfonyl)methyl]tetrahydro-2H-pyran-4-yl]hydroxylamine C19H20F3NO6S 详情 详情
(VI) 46245 2,2,2-trifluoroethyl formate C3H3F3O2 详情 详情
Extended Information