A Bifunctional Metal/Acid Catalyst for One-pot Multistep Synthesis of Pharmaceuticals

被引：1
作者：
Lopez-Prado, Maria Victoria [1 ]
Sabater, Maria J. [1 ]
Corma, Avelino [1 ]
机构：
[1] Univ Politecn Valencia, CSIC, Inst Tecnol Quim, Ave Naranjos S-N, E-46022 Valencia, Spain
来源：
PETROLEUM CHEMISTRY | 2020年 / 60卷 / 04期
关键词：
CALCIUM-CHANNEL BLOCKERS; BIGINELLI DIHYDROPYRIMIDINE SYNTHESIS; ACID-ESTERS; EFFICIENT SYNTHESIS; REUSABLE CATALYST; SOLID CATALYST; ZEOLITE; SOLVENT; IDENTIFICATION; HYDROGENATION;
D O I：
10.1134/S0965544120040106
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
One inhibitor of the fatty acid transporter FATP4 was synthesized in a three steps one-pot process in the presence of a bifunctional metal/acid catalyst. This molecule which has potential interest for the treatment of the obesity in orlistat (Xenical(TM)) analogue-based therapies has a 3,4-dihydropyrimidin-2(1H)-one (DHPM) scaffold and was obtained by means of a three one-pot process through successive oxidation, cyclocondensation and transesterification reactions. The one-pot strategy was extended to the synthesis of a series of related ester DHPM derivatives.
引用
收藏
页码：499 / 507
页数：9
相关论文
共 53 条
  • [1] ATWAL KS, 1987, HETEROCYCLES, V26, P1189
  • [2] DIHYDROPYRIMIDINE CALCIUM-CHANNEL BLOCKERS .3. 3-CARBAMOYL-4-ARYL-1,2,3,4-TETRAHYDRO-6-METHYL-5-PYRIMIDINECARBOXYLIC ACID-ESTERS AS ORALLY EFFECTIVE ANTIHYPERTENSIVE AGENTS
    ATWAL, KS
    SWANSON, BN
    UNGER, SE
    FLOYD, DM
    MORELAND, S
    HEDBERG, A
    OREILLY, BC
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 1991, 34 (02) : 806 - 811
  • [3] Identification and characterization of 4-aryl-3,4-dihydropyrimidin2(1H)-ones as inhibitors of the fatty acid transporter FATP4
    Blackburn, C
    Guan, B
    Brown, J
    Cullis, C
    Condon, SM
    Jenkins, TJ
    Peluso, S
    Ye, YC
    Gimeno, RE
    Punreddy, S
    Sun, Y
    Wu, H
    Hubbard, B
    Kaushik, V
    Tummino, P
    Sanchetti, P
    Sun, DY
    Daniels, T
    Tozzo, E
    Balani, SK
    Raman, P
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2006, 16 (13) : 3504 - 3509
  • [4] Nanocrystalline CeO2 increases the activity of an for CO oxidation by two orders of magnitude
    Carrettin, S
    Concepción, P
    Corma, A
    Nieto, JML
    Puntes, VF
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (19) : 2538 - 2540
  • [5] Biginelli Reaction Using Propylene Carbonate as Green Solvent: An Elegant Methodology for the Synthesis of Dihydropyrimidinones and Dihydropyrimidinthiones
    Cervasio, Rebecca J.
    Bello Forero, Josue S.
    Hernandez Munoz, July A.
    Jones, Joel, Jr.
    da Silva, Flavia M.
    [J]. CURRENT ORGANIC SYNTHESIS, 2017, 14 (05) : 715 - 720
  • [6] Bifunctional acid-base ionic liquid for the one-pot synthesis of fine chemicals: Thioethers, 2H-chromenes and 2H-quinoline derivatives
    Climent, Maria J.
    Iborra, Sara
    Sabater, Maria J.
    Vidal, Juan D.
    [J]. APPLIED CATALYSIS A-GENERAL, 2014, 481 : 27 - 38
  • [7] Heterogeneous Catalysis for Tandem Reactions
    Climent, Maria J.
    Corma, Avelino
    Iborra, Sara
    Sabater, Maria J.
    [J]. ACS CATALYSIS, 2014, 4 (03): : 870 - 891
  • [8] Controlling the softness-hardness of Pd by strong metal-zeolite interaction:: cyclisation of diallylmalonate as a test reaction
    Corma, A
    García, H
    Leyva, A
    [J]. JOURNAL OF CATALYSIS, 2004, 225 (02) : 350 - 358
  • [9] Gold-Catalyzed Carbon-Heteroatom Bond-Forming Reactions
    Corma, A.
    Leyva-Perez, A.
    Sabater, Maria J.
    [J]. CHEMICAL REVIEWS, 2011, 111 (03) : 1657 - 1712
  • [10] Catalytic performance of the new delaminated ITQ-2 zeolite for mild hydrocracking and aromatic hydrogenation processes
    Corma, A
    Martínez, A
    Martínez-Soria, V
    [J]. JOURNAL OF CATALYSIS, 2001, 200 (02) : 259 - 269
123456