期刊文献+

阿巴卡韦中间体2-杂氮双环[2,2,1]庚-5-烯-3-酮的合成

Synthesis of 2-Azabicyclohept-5-en-3-one as an Intermediate for Abacavir
下载PDF
导出
摘要 采用一步法由对甲基苯亚磺酸钠与氯化氰及1,3-环戊二烯合成目标物2-杂氮双环[2,2,1]庚-5-烯-3-酮。反应条件为:n(对甲基苯亚磺酸钠)∶n(氯化氰)∶n(1,3-环戊二烯)=0.48∶1.05∶1,反应温度控制在15℃,反应7h,反应中控制pH=5,可得纯度为95%的产品,收率由文献报道的64%提高到78%。 2-Azabicyclo [2,2,1]hept-5-en-3-one was synthesized from sodium-p-toluene sulfinate with cyanogens chloride and cyclopentadiene by one-pot process. The optimal conditions were as follow: the mole ratio of sodium-p-toluene sulfinate:cyanogens chloride:cyclopentadiene was 0.48:1.05:1, the reaction temperature 15℃, reaction time 5 h and pH of the reaction 5. Under these optimal conditions, the purity of product was 95%, and The yield was increased from 64% to 78%.
出处 《精细化工中间体》 CAS 2006年第5期36-38,共3页 Fine Chemical Intermediates
关键词 一步法 合成 2-杂氮双环[2 2 1]庚-5-烯-3-酮 one-pot process synthesis 2-azabicyclo [2,2, 1 ] hept-5-en-3-one
  • 相关文献

参考文献7

  • 1李玉新.非核苷逆转录酶抑制剂新进展[J].精细化工中间体,2006,36(3):1-6. 被引量:3
  • 2Malpass J R. Tweddle N J. Reation of Chlorosulphonyl Isocyanate with 1,3-Dienes[J]. J. Chem. Soc. Perkin I, 1977, 24(6) :874-879. 被引量:1
  • 3Archelas A,Morin C. Biohydroxylation aza-2-bicyclo[2.2.1]heptane[J]. Teterahedron Letters, 1984, 25(12): 1 277-1 278. 被引量:1
  • 4Jagt J C R. Vince Diels-Alder Cycloadditions of Sulfonyl Cyanides with Cyclopentadiene. Synthesis of 2-Azabicyclo[2.2.1 ].hepta-2,5-dienes[J]. J Org. Chem, 1974,39(4) :564-567. 被引量:1
  • 5Gareth G,Previdoli F,et al. Process for the production of lactams[P]. US:5 300 649,1994-3-5. 被引量:1
  • 6Fukumoto T,Ikarashi R. Process for producing and method of crystallizing 2-azabicyclo[2,2,1 ]hept-5-en-3-one [P]. US:6 060 609,2000-4-9. 被引量:1
  • 7George H, Robert W, et al. Gyanogen chloride[J]. Inogranic Syntheses 1946,1 ( 1 ) :90-94. 被引量:1

二级参考文献30

  • 1陈大明.全球艾滋病疫苗及药物研发现状[J].生命科学,2005,17(4):370-371. 被引量:2
  • 2Baba M, Tanaka H, De Clercq E, et al. Highly specific inhibition of human immunodeficiency virus type 1 by a novel 6-substituted acyclouridine derivative [J]. Biochem Biophys Res Commun, 1989, 165:1 375-1381. 被引量:1
  • 3Baba M, Shigeta S, Yuasa S, et al. Preclinical evaluation of MKC-442, a highly potent and specific inhibitor of human immunodeficiency virus type 1 in vitro [J]. Antimicmb Agents Chemother, 1994, 38: 688-692. 被引量:1
  • 4Pauwels R, Andries K, Desmyter J, et al. Potent and selective inhibition of HIV-1 replication in vitro by a novel series of TIBO derivatives[J]. Nature, 1990, 343: 470-474. 被引量:1
  • 5Pauwels R, Andries K, Debyser Z, et al. New tetrahydroimidazo [ 4,5,1 -jk ] [ 1,4 ] -benzodiazepin-2 ( 1H ) -one and -thione derivatives are potent inhibitors of human immunodeficiency virus type 1 replication and are synergisticwith 2%,3%-dideoxynucleoside analogs[J]. Antimicrob Agents Chemother, 1994, 38:2 863-2 870. 被引量:1
  • 6Artico M, Massa S, Mai A, et al. 3,4-Dihydro-2-alkoxy-6-benzyl-4-oxopyrimidines (DABOs) : a new class of specific inhibitors of human immunodeficiency virus type l [J]. Antiviral Chem Chemother, 1993, 4: 361. 被引量:1
  • 7Tramontano E, Marongiu M E, De Montis A, et al.Characterization of the anti-HIV-1 activity of 3,4-dihydro-2-alkoxy-6-benzyl-4-oxopyrimidines (DABOs) , new non-nucleoside reverse transcriptase inhibitors [J]. Microbiologica,1994, 17: 269. 被引量:1
  • 8Mai A, Artico M, Sbardella G, et al. Dihydro (alkylthio) (naphthylmethyl) oxopyrimidines: novel non-nucleoside reverse transcriptase inhibitors of the S-DABO series [J]. J Med Chem,1997, 40:1 447. 被引量:1
  • 9Mai A, Artico M, Ragno R, et al. 5-Alkyl-2-alkylamino-6-(2,6-difluorophenylalkyl)-3,4-dihydropyrimidin-4 (3H)-ones,a new series of potent, broad-spectrum non-nucleoside reverse transcriptase inhibitors belonging to the DABO family [J].Bioorganic & Medicinal Chemistry, 2005, 13:2 065. 被引量:1
  • 10Ahgren C, Baickbro K, Bell F W, et al. The PETT series, a class of potent nonnucleoside inhibitors of human immunodeficiency virus type 1 reverse transcriptase [J].Antimicrob Agents Chemother, 1995, 39:1 329-1 335. 被引量:1

共引文献2

相关作者

内容加载中请稍等...

相关机构

内容加载中请稍等...

相关主题

内容加载中请稍等...

浏览历史

内容加载中请稍等...
;
使用帮助 返回顶部