公开(公告)号：US20070123589A1

公开(公告)日：2007-05-31

申请号：US10582671

申请日：2004-11-25

申请人： Walther Jary ,  Ben De Lange ,  Quirinus Broxterman ,  Peter Pochlauer ,  Marcellas Van Der Sluis ,  Patrick Uiterweerd ,  Heinz Falk ,  Gerhard Zuckerstatter

发明人： Walther Jary ,  Ben De Lange ,  Quirinus Broxterman ,  Peter Pochlauer ,  Marcellas Van Der Sluis ,  Patrick Uiterweerd ,  Heinz Falk ,  Gerhard Zuckerstatter

IPC分类号： A61K31/195 ,  A61K31/13 ,  C07C227/02

CPC分类号： C07C213/00 ,  C07C231/12 ,  Y02P20/55 ,  C07C215/28 ,  C07C233/18 ,  C07C233/31 ,  C07C233/47

摘要： The invention relates to an improved method for producing chiral or enantiomer-enriched beta amino acids, -aldehydes, -ketones and gamma-amino alcohols, during which an allyl amine of formula (I), in which: R1 represents an alkyl radical, a cycloalkyl radical, an alkyl radical, a heterocycle radical or a condensed or bridged ring system; R2, R3, R4 and R5, independent of one another, can represent H or an alkyl radical, a cyclo alkyl radical, an aryl radical, a heterocycle radical or a condensed or bridged ring system or radicals R1, R2, R3 and R4, together, form ring systems that can optionally contain one or more heteroatoms, whereby radicals R1, R2, R3, R4 and R5 can be substituted once or a number of times, and; R6 represents H or an N-protective group, is transformed; a) by ozonolysis in a solvent and; b) subsequent decomposition of the peroxide-containing solution by means of an oxidizing agent or reductive reprocessing, into the corresponding amino compound of formula (II), in which R1, R2, R3, R4 and R6 are defined as above, and; A, according to the reprocessing, represents a radical of formula COOH, —C(OH)R5 or —C(O)R5, whereby R5 is defined as above.

摘要翻译： 本发明涉及制备手性或对映体富集的β氨基酸，醛，酮和γ-氨基醇的改进方法，其中式（I）的烯丙胺，其中：R1表示烷基， 环烷基，烷基，杂环基或稠合或桥连环系; R 2，R 3，R 4和R 5彼此独立地可以表示H或烷基，环烷基，芳基，杂环基或稠合或桥接的环系或基团R 1，R 2，R 3和R 4， 一起形成可任选地含有一个或多个杂原子的环系，其中基团R 1，R 2，R 3，R 4和R 5可以被取代一次或多次， R6表示H或N-保护基，被转化; a）通过溶剂中的臭氧分解; b）随后通过氧化剂或还原再加工将含过氧化物的溶液分解成相应的式（II）的氨基化合物，其中R 1，R 2，R 3，R 4和R 6如上定义; 根据后处理，A代表式COOH，-C（OH）R 5或-C（O）R 5的基团，其中R 5如上所定义。