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
来源：
PHARMACEUTICAL CHEMISTRY JOURNAL | 2011年 / 45卷 / 04期
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
  • [31] The novel retinoid 6-[3-(1-adamantyl)-4-hydroxyphenyl]-2-naphtalene carboxylic acid can trigger apoptosis through a mitochondrial pathway independent of the nucleus
    Marchetti, P
    Zamzami, N
    Joseph, B
    Schraen-Maschke, S
    Méreau-Richard, C
    Costantini, P
    Métivier, D
    Susin, SA
    Kroemer, G
    Formstecher, P
    CANCER RESEARCH, 1999, 59 (24) : 6257 - 6266
  • [32] New synthesis of 4-(1-adamantyl)-2-aryl-1,3-thiazoles from 4-(1-adamantyl)-1,2,3-thiadiazole
    A. A. Shchipalkin
    M. L. Petrov
    V. A. Kuznetsov
    Russian Journal of Organic Chemistry, 2011, 47 : 1878 - 1881
  • [33] 3-(4-Methoxyphenyl)-6-(phenylsulfonyl)perhydro-1,3-thiazolo[3′,4′:1,2]pyrrolo[4,5-c]pyrrole
    Sundaramoorthy, S.
    Gayathri, D.
    Velmurugan, D.
    Ravikumar, K.
    Poornachandran, M.
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2008, 64 : O515 - U2955
  • [34] 3-(4-Methoxyphenyl)pent-2-ene-1,5-dioic acid
    Das, Ushati
    Chheda, Shardul B.
    Pednekar, Suhas R.
    Karambelkar, Narendra P.
    Row, T. N. Guru
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2008, 64 : O2386 - U2798
  • [35] Synthesis of 1[3-(Cyclopentyloxy)-4-methoxyphenyl]cyclopentanol as Potential Phosphodiesterase-4 Inhibitor
    Yahya-Meymandi, A.
    Ziarani, G. Mohammadi
    Shafiee, A.
    Foroumadi, A.
    ASIAN JOURNAL OF CHEMISTRY, 2011, 23 (09) : 4008 - 4010
  • [36] Ethyl 6-(4-chlorophenyl)-4-(4-methoxyphenyl)-2-oxocyclohex-3-ene-1-carboxylate
    Fun, Hoong-Kun
    Jebas, Samuel Robinson
    Girish, K. S.
    Kalluraya, Balakrishna
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2009, 65 : O1235 - U1447
  • [37] New Synthesis of 4-(1-Adamantyl)-2-aryl-1,3-thiazoles from 4-(1-Adamantyl)-1,2,3-thiadiazole
    Shchipalkin, A. A.
    Petrov, M. L.
    Kuznetsov, V. A.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2011, 47 (12) : 1878 - 1881
  • [38] HETERYLADAMANTANES .5. SYNTHESIS OF 6-(1-ADAMANTYL)-3-CYANOPYRIDIN-2(1H)-SELENONE AND RELATED SELENOPHENOPYRIDINES
    APENOVA, EE
    SHARANIN, YA
    ZOLOTAREV, BM
    LITVINOV, VP
    BULLETIN OF THE ACADEMY OF SCIENCES OF THE USSR DIVISION OF CHEMICAL SCIENCE, 1986, 35 (02): : 376 - 381
  • [39] Synthesis of heterocycles on the basis of sodium salts of 3-(1-adamantyl)-1-hydroxy-1-propen-3-one and 4-(1-adamantyl)-1-hydroxy-1-buten-3-one
    Makarova, NV
    Zemtsova, MN
    Moiseev, LK
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 2001, (07): : 912 - 915
  • [40] 1-(2-Hydroxy-2-phenylethyl)-3-(4-methoxyphenyl)urea
    Choi, Hyeong
    Shim, Yong Suk
    Lee, Sung Chun
    Kang, Sung Kwon
    Sung, Chang Keun
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2011, 67 : O2632 - +
12345