Eformoterol fumarate, Formoterol fumarate, CGP-25827A(free base), YM-08316, BD-40A(anhydrous), Foradil Aerolizer, Foradil Certihaler, Broncoral, Oxeze Turbuhaler, Oxis Turbuhaler, Foradil, Atock

富马酸福莫特罗 福莫特罗 Chemical Name: (?-N-[2-Hydroxy-5-[1(R*)-hydroxy-2-[1(R*)-methyl-2-(4-methoxyphenyl)ethylamino]ethyl]phenyl]formamide fumarate (2:1) monohydrate
CAS No. 43229-80-7 (anhydrous), 73573-87-2 (anhydrous, free base)
项目整合开发状态: Launched-1986
项目研究机构: Yamanouchi (Originator), Schering-Plough (Marketer), AstraZeneca (Licensee), Ferrer (Licensee), Novartis (Licensee), Chiesi (Formulation), ML Laboratories (Formulation), Orion Corp. (Formulation), SkyePharma (Formulation)
合成路线:The bromination of 4 benzyloxy-3-nitroacetophenone (I) with Br2 in CHCl3 gives 4-benzyloxy-3-nitro-alpha-bromoacetophenone (II),which is then condensed with N-benzyl-N-(1-methyl-2-(p-methoxyphenyl)ethyl]-amine (III) in butanone at 80 C yielding 4-benzyloxy-3-nitro-alpha-[N-benzyl-N-[1-methyl-2-(p-methoxyphenyl)ethyl]amino]acetophenone (IV).The reduction of the carbonyl group of (IV) with NaBH4 in ethanol affords the corresponding nitro alcohol (V),which is reduced again with Fe and HCl in ethanol - water to the amino alcohol (VI).The formylation of (VI) with formic acid in acetic anhydride gives 4-benzyloxy-3-formyl-amino-alpha-[N-benzyl-N-[1-methyl-2-(p-methoxyphenyl)ethyl]aminomethyl]benzyl alcohol (VII),which is finally debenzylated with H2 over Pd/C in ethanol and treated with fumaric acid (A).

合成路线:By reduction of a mixture of 1-(3-formylamino-4-hydroxyphenyl)-2-aminoethanol (VIII) and 1-(4-methoxyphenyl)-2-propanone (IX) with H2 over Pt in ethanol,followed by a treatment with fumaric acid (A).