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    • 91. 发明公开
    • 페닐알라닌 또는 호모페닐알라닌을 포함하는알파아미노산과 그 유도체의 제조방법 및 그 중간체
    • 制备α-氨基酸的方法,其中包括苯丙氨酸和间苯二酚的衍生物及其中间体
    • KR1020030031969A
    • 2003-04-23
    • KR1020037001903
    • 2001-08-10
    • 주식회사 이매진주식회사 한솔케미칼
    • 이원구유현주하현준
    • C07D203/08
    • C07D203/08C07C227/32C07D263/24
    • PURPOSE: A process for preparing alpha-amino acids, derivatives thereof including phenylalanine and homophenylalanine and intermediates thereof are provided to maintain the stereochemistry of an optically pure aziridine used as starting material. CONSTITUTION: The process for preparing a compound having formula(7) comprises the steps of: reducing (2R)-or (2S)-£N-R3|aziridine-2-carboxylic acid ester of formula(5) to produce aldehyde of formula(6); and adding aryl alkali metal (ArM+) or aryl alkali earth metal (ArM++) thereto, wherein R3 is selected from the group consisting of hydrogen, alkyl, cycloalkyl, phenyl, 4-chlorophenyl, 4-methoxyphenyl, 3-triazinyl or pyridinyl acyl, benzyl, hydrocarbon residue which may be substituted by a substituent selected from the group consisting of hydroxy, alkoxy, dialkylamino, phenyl, 4-chlorophenyl and 4-methoxyphenyl, 2,4-dimethoxyphenyl, substituted phenyl including (1R)-phenylethyl or (1S)-phenylethyl; Ar is phenyl, 4-methoxyphenyl, 2,4-dimethoxyphenyl, 4-chlorophenyl, 2,4-dichlorophenyl, 2-fluorophenyl, 4-fluorophenyl, 2,3,4,5,6-pentafluorophenyl, 4-cyanophenyl, 2-cyanophenyl, 1-naphthyl or 2-naphthyl; R4 is methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, neopentyl, n-hexyl, n-heptyl, isoheptyl, n-octyl or isooctyl; M+ is alkali metal; and M++ is alkali earth metal.
    • 目的:提供用于制备α-氨基酸的方法,其衍生物,包括苯丙氨酸和高苯丙氨酸及其中间体,以维持用作原料的光学纯氮丙啶的立体化学。 构型:制备具有式(7)的化合物的方法包括以下步骤:将式(5)的(2R) - 或(2S) - {N-R3 |氮丙啶-2-羧酸酯还原成式 (6); 并向其中加入芳基碱金属(ArM +)或芳基碱土金属(ArM ++),其中R 3选自氢,烷基,环烷基,苯基,4-氯苯基,4-甲氧基苯基,3-三嗪基或吡啶基酰基, 苄基,可以被选自羟基,烷氧基,二烷基氨基,苯基,4-氯苯基和4-甲氧基苯基,2,4-二甲氧基苯基,取代的苯基(包括(1R) - 苯基乙基或(1S) ) - 苯乙基; Ar是苯基,4-甲氧基苯基,2,4-二甲氧基苯基,4-氯苯基,2,4-二氯苯基,2-氟苯基,4-氟苯基,2,3,4,5,6-五氟苯基,4-氰基苯基, 氰基苯基,1-萘基或2-萘基; R4是甲基,乙基,正丙基,异丙基,正丁基,异丁基,仲丁基,叔丁基,正戊基,异戊基,新戊基,正己基,正庚基,异庚基,正辛基或异辛基。 M +是碱金属; M ++是碱土金属。