A NEW PREPARATIVE METHOD FOR THE SYNTHESIS OF 6-[3-(1-ADAMANTYL)-4-METHOXYPHENYL]-2-NAPHTHOIC ACID

被引:5
|
作者
Tribulovich, V. G. [1 ]
Garabadzhiu, A. V. [2 ]
Kalvin'sh, I. [3 ]
机构
[1] Minist Hlth & Social Dev Russian Federat, Sci Res Inst Influenza, St Petersburg, Russia
[2] St Petersburg State Technol Inst Tech Univ, St Petersburg, Russia
[3] Latvian Acad Sci, Inst Organ Synth, LV-226006 Riga, Latvia
关键词
Adapalene; 6-[3-(1-adamantyl)-4-methoxyphenyl]-2-naphthoic acid; 3-(1-adamantyl)-4-methoxyphenylboronic acid; synthesis; Suzuki-Miyaura cross-coupling; BR/MG EXCHANGE;
D O I
10.1007/s11094-011-0605-z
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
A new method for the synthesis of 6-[3-(1-adamantyl)-4-methoxyphenyl]-2-naphthoic acid (adapalene) was developed, characterized by stable high yields of intermediate and end products, simple scale-up, and technical feasibility.
引用
收藏
页码:241 / 244
页数:4
相关论文
共 50 条
  • [21] Synthesis, Crystal Structure and Biological Activity of 1,5-Bis(4-methoxyphenyl)-3-(4-methyl-1,2,3-thiadiazol-5-yl)pentane-1,5-dione
    毛武涛
    国丹丹
    范志金
    谷希树
    宋海斌
    王盾
    范谦
    Kalinina Tatiana
    Yury Yu.Morzherin
    Vasiliy A.Bakulev
    Chinese Journal of Structural Chemistry, 2013, (03) : 357 - 362
  • [22] Synthesis, Crystal Structure and Biological Activity of 1,5-Bis(4-methoxyphenyl)-3-(4-methyl-1,2,3-thiadiazol-5-yl)pentane-1,5-dione
    Mao Wu-Tao
    Guo Dan-Dan
    Fan Zhi-Jin
    Gu Xi-Shu
    Song Hai-Bin
    Wang Dun
    Fan Qian
    Tatian, Kalinina
    Morzherin, Yury Yu.
    Bakuley, Vasiliy A.
    CHINESE JOURNAL OF STRUCTURAL CHEMISTRY, 2013, 32 (03) : 357 - 362
  • [23] Synthesis, antimicrobial, insecticidal and anthelmintic activity studies of some new alkyl/aryl 6-(4-(4-(4-methyl-1H-1,2,3-triazol-1-yl)phenyl amino)phenyl)-N2,N4-bis(4-methoxyphenyl)-1,3,5-triazin-2,4-diamine carbamic acid ester derivatives
    Gautam, Nidhi
    Chourasia, O. P.
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2012, 51 (07): : 1020 - 1026
  • [24] Synthesis and some reactions of novel (4Z)-4-{[1-(3-chlorophenyl)-3-(4-methoxyphenyl)-1H-pyrazol-4-yl]methylene}-2-hydrazinyl-1-phenyl-1H-imidazol-5(4H)-ones
    Khalifa, N. M.
    Al-Omar, M. A.
    Nossier, E. S.
    RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2017, 87 (07) : 1621 - 1626
  • [25] Synthesis and some reactions of novel (4Z)-4-{[1-(3-chlorophenyl)-3-(4-methoxyphenyl)-1H-pyrazol-4-yl]methylene}-2-hydrazinyl-1-phenyl-1H-imidazol-5(4H)-ones
    N. M. Khalifa
    M. A. Al-Omar
    E. S. Nossier
    Russian Journal of General Chemistry, 2017, 87 : 1621 - 1626
  • [26] Synthesis and Crystal Structure of (E)-2-(1-(2-Hydroxy-4-methoxyphenyl)ethylideneamino)-3-(4-hydroxyphenyl)methyl Propionate
    李旭
    陈晓岚
    袁金伟
    朱海生
    屈凌波
    结构化学, 2013, 32 (05) : 751 - 755
  • [27] Synthesis and Crystal Structure of (E)-2-(1-(2-Hydroxy-4-methoxyphenyl)ethylideneamino)-3-(4-hydroxyphenyl)methyl Propionate
    Li Xu
    Chen Xiao-Lan
    Yuan Jin-Wei
    Zhu Hai-Sheng
    Qu Ling-Bo
    CHINESE JOURNAL OF STRUCTURAL CHEMISTRY, 2013, 32 (05) : 751 - 755
  • [28] (2Z,5Z)-5-((3-(Benzofuran-2-yl)-1-phenyl-1H-pyrazol-4-yl)methylene)-2-((4-methoxyphenyl)imino)-3-phenylthiazolidin-4-one
    Abdel-Wahab, Bakr F.
    Mohamed, Hanan A.
    Kariuki, Benson M.
    El-Hiti, Gamal A.
    MOLBANK, 2023, 2023 (02)
  • [29] Nitrogen-rich 6-(3,5-dimethylpyrazol-1-yl)-3-(2,4,6-trinitroanilino)-1,2,4,5-tetrazin: synthesis, crystal structure and thermal property
    Pan Wan-Long
    Huang Kun-Lin
    Tang Wang
    Xu Yan-Qing
    Hu Chang-Wen
    CHINESE JOURNAL OF CHEMISTRY, 2007, 25 (10) : 1451 - 1454
  • [30] Synthesis and Structure Determination of 1-(4-Methoxyphenyl)-5-methyl-N′-(2-oxoindolin-3-ylidene)-1H-1,2,3-triazole-4-carbohydrazide
    Kariuki, Benson M.
    Abdel-Wahab, Bakr F.
    Farahat, Abdelbasset A.
    El-Hiti, Gamal A.
    MOLBANK, 2022, 2022 (02)