公开(公告)号：KR1020020090850A

公开(公告)日：2002-12-05

申请号：KR1020020015016

申请日：2002-03-20

Applicant: (주)케비젠

Inventor： 신홍식 ,  엄수종 ,  노영쇠 ,  박시호 ,  권윤자 ,  박명순 ,  한혜숙 ,  김소미 ,  김동명 ,  오덕근 ,  박종섭 ,  배태성

IPC: C07C235/78

Abstract: PURPOSE: A novel retinoid derivative, its preparation method, a compound used for preparing the derivative, and an anticancer medicine composition containing the derivative are provided, which retinoid derivative shows the excellent anticancer activity and no toxic side effect. CONSTITUTION: The retinoid derivative is represented by the formula I, wherein R¬1 and R¬2 are independent each other and are OH, SH, NH2, COOH, -R(CH2)mCH3, -RCOCO(CH2)mCH3, -RCO(CH2)mCHCH3CH3, or -RCOCH(NCOCH3)CH2CH2CONH2, and R¬3 is H; R¬1 and R¬3 are independent each other and are OH, SH, NH2, COOH, -R(CH2)mCH3, -RCOCO(CH2)mCH3, or -RCOCH(NCOCH3)CH2CH2CONH2, and R¬2 is H; R¬1 is OH, SH, NH2, COOH, -R(CH2)mCH3, R¬2 is H, and R¬3 is H, OH or Cl; R¬3 is OH, SH, NH2, COOH, -R(CH2)mCH3, or -RCOCH(NCOCH3)CH2CH2CONH2, R¬2 is H, and R¬1 is H, OH or Cl; or R¬1, R¬2 and R¬3 are independent each another and are OH, SH, NH2, COOH, -R(CH2)mCH3, or -RCOCH(NCOCH3)CH2CH2CONH2; and R is CH2, O, NH or S, R¬4 is H or an alkyl group of C1-C6, and m is an integer of 0-5.

Abstract translation: 目的：提供一种新型类视黄醇衍生物及其制备方法，用于制备衍生物的化合物和含有该衍生物的抗癌药物组合物，其视黄酸衍生物显示出优异的抗癌活性，无毒副作用。 构型：类视黄醇衍生物由式I表示，其中R 1和R 2彼此独立，为OH，SH，NH 2，COOH，-R（CH 2）m CH 3，-RCOCO（CH 2）m CH 3，-RCO （CH 2）m CHCH 3 CH 3或-RCOCH（NCOCH 3）CH 2 CH 2 CONH 2，R 3 3是H; R 1和R 3彼此独立地是OH，SH，NH 2，COOH，-R（CH 2）mCH 3，-OCOO（CH 2）mCH 3或-RCOCH（NCOCH 3）CH 2 CH 2 CONH 2，R 12是H; R 1是OH，SH，NH 2，COOH，-R（CH 2）mCH 3，R 2是H，R 3是H，OH或Cl; R 3是OH，SH，NH 2，COOH，-R（CH 2）m CH 3或-RCOCH（NCOCH 3）CH 2 CH 2 CONH 2，R 2是H，R 1是H，OH或Cl; 或R 1，R 2和R 3彼此独立，并且是OH，SH，NH 2，COOH，-R（CH 2）mCH 3或-RCOCH（NCOCH 3）CH 2 CH 2 CONH 2; 且R为CH 2，O，NH或S，R 4为H或C 1 -C 6烷基，m为0-5的整数。

公开(公告)号：KR1020020085491A

公开(公告)日：2002-11-16

申请号：KR1020010025012

申请日：2001-05-08

Applicant: (주)케비젠 ,  신홍식

Inventor： 신홍식 ,  박명순 ,  노영쇠 ,  권윤자 ,  박시호 ,  엄수종 ,  장판식 ,  조성동

IPC: C07C227/18

Abstract: PURPOSE: A novel method for preparing α-L-aspartyl-L-phenylalanine methyl ester·HCl salt is provided, to reduce the amount of by-products, to allow the by-products to be reused after hydrolysis and to increase the production yield by 20% or more. CONSTITUTION: The method comprises the steps of reacting L-aspartic acid with trimethyl silyl chloride in the presence of an alcohol solvent to esterify the β-COOH selectively to obtain α-L-aspartyl-L-phenylalanine methyl ester·HCl. Preferably the alcohol solvent is selected from the group consisting of methyl alcohol, ethyl alcohol, allyl alcohol and benzyl alcohol. Preferably the method comprises further the steps of protecting an amine group with -CHO, Boc, benzyloxycarbonyl group, or -C(O)OR¬2 (R2 is methyl. ethyl or isobutyl group) by using acetic anhydride and formic acid.

Abstract translation: 目的：提供一种制备α-L-天冬氨酰-L-苯丙氨酸甲酯·HCl盐的新方法，以减少副产物的含量，使副产物在水解后再次使用，并提高产量 减少20％以上。 方法：该方法包括在醇溶剂存在下使L-天冬氨酸与三甲基甲硅烷基氯反应，选择性地酯化β-COOH，得到α-L-天冬氨酰-L-苯丙氨酸甲酯·HCl。 醇溶剂优选选自甲醇，乙醇，烯丙醇和苄醇。 优选地，所述方法还包括通过使用乙酸酐和甲酸保护具有-CHO，Boc，苄氧基羰基或-C（O）OR 2（R2为甲基，乙基或异丁基）的胺基的步骤。