合成路线:This compound can be prepared in several ways from the lactone (I),which is obtained by treatment of benzyl cyanide (A) and epichlorhydrin (B) with sodium amide:1) The opening of lactone (I) with SOBr2-ethanol gives a bromo ester,which is treated successively by ammonia and sodium hydroxide to yield the amino acid (II).The reaction of (II) with SOCl2 and diethylamine in ethanol gives the final product,which is converted to the hydrochloric salt by treatment with HCl ethanol.2) Lactone (I),opened with 33% HBr-AcOH,gives the bromo acid (III),which is treated by SOCl2 and then diethylamine in ethanol.The bromoamide (IV) reacts with potassium phthalimide and is deprotected by hydrazine or methylamine to yield,after salification,title compound.3) Lactone (I) is treated by potassium phthalimide and then SOCl2 and diethylamine in EtOH to give compound (V),treated as above.4) Bromoamide (IV) can be treated by hexamethylenetetramine in butanol and hydrolyzed by refluxing with 15% HCl in ethanol.
参考文献标题:Process for the preparation of (Z)-1-phenyl-1-diethylaminocarbonyl-2-aminomethyl-cyclopropane
文献作者:Patoiseau,J.-F.; Mouzin,G.; Bonnaud,B.; Cousse,H.(Pierre Fabre M閐icament)
参考来源:EP 0200638; FR 2581059
合成路线:This compound can be prepared in several ways from the lactone (I),which is obtained by treatment of benzyl cyanide (A) and epichlorhydrin (B) with sodium amide:1) The opening of lactone (I) with SOBr2-ethanol gives a bromo ester,which is treated successively by ammonia and sodium hydroxide to yield the amino acid (II).The reaction of (II) with SOCl2 and diethylamine in ethanol gives the final product,which is converted to the hydrochloric salt by treatment with HCl ethanol.2) Lactone (I),opened with 33% HBr-AcOH,gives the bromo acid (III),which is treated by SOCl2 and then diethylamine in ethanol.The bromoamide (IV) reacts with potassium phthalimide and is deprotected by hydrazine or methylamine to yield,after salification,title compound.3) Lactone (I) is treated by potassium phthalimide and then SOCl2 and diethylamine in EtOH to give compound (V),treated as above.4) Bromoamide (IV) can be treated by hexamethylenetetramine in butanol and hydrolyzed by refluxing with 15% HCl in ethanol.
参考文献标题:Industrial process for the production of midalcipran
文献作者:Cousse,H.; Hasco雝,P.(Pierre Fabre M閐icament)
参考来源:FR 2581060
合成路线:This compound can be prepared in several ways from the lactone (I),which is obtained by treatment of benzyl cyanide (A) and epichlorhydrin (B) with sodium amide:1) The opening of lactone (I) with SOBr2-ethanol gives a bromo ester,which is treated successively by ammonia and sodium hydroxide to yield the amino acid (II).The reaction of (II) with SOCl2 and diethylamine in ethanol gives the final product,which is converted to the hydrochloric salt by treatment with HCl ethanol.2) Lactone (I),opened with 33% HBr-AcOH,gives the bromo acid (III),which is treated by SOCl2 and then diethylamine in ethanol.The bromoamide (IV) reacts with potassium phthalimide and is deprotected by hydrazine or methylamine to yield,after salification,title compound.3) Lactone (I) is treated by potassium phthalimide and then SOCl2 and diethylamine in EtOH to give compound (V),treated as above.4) Bromoamide (IV) can be treated by hexamethylenetetramine in butanol and hydrolyzed by refluxing with 15% HCl in ethanol.
参考文献标题:Midalcipran Hydrochloride
文献作者:Briley,M.
参考来源:Drugs Fut 1986,11(1),21
合成路线:This compound can be prepared in several ways from the lactone (I),which is obtained by treatment of benzyl cyanide (A) and epichlorhydrin (B) with sodium amide:1) The opening of lactone (I) with SOBr2-ethanol gives a bromo ester,which is treated successively by ammonia and sodium hydroxide to yield the amino acid (II).The reaction of (II) with SOCl2 and diethylamine in ethanol gives the final product,which is converted to the hydrochloric salt by treatment with HCl ethanol.2) Lactone (I),opened with 33% HBr-AcOH,gives the bromo acid (III),which is treated by SOCl2 and then diethylamine in ethanol.The bromoamide (IV) reacts with potassium phthalimide and is deprotected by hydrazine or methylamine to yield,after salification,title compound.3) Lactone (I) is treated by potassium phthalimide and then SOCl2 and diethylamine in EtOH to give compound (V),treated as above.4) Bromoamide (IV) can be treated by hexamethylenetetramine in butanol and hydrolyzed by refluxing with 15% HCl in ethanol.
参考文献标题:
文献作者:Kasama,S.; et al.
参考来源:Synthesis 1978,4(10),304
产品链接: CAS No. 101152-94-7›› 产品链接: CAS No.92623-85-3››