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β-氨基腈的合成 被引量:1

Synthesis of β-amino nitriles
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摘要 醛与伯胺缩合形成希夫碱,乙腈在二异丙基氨基锂的强碱性条件下形成负离子,对希夫碱中间体进行亲核加成,以78%~100%的总收率获得β-氨基腈类化合物。提供了一条合成伊氨基酸衍生物的有效合成途径。获得的产物β-氨基腈中,新化合物的结构经过IR、Ms、^1H NMR、^13C NMR及元素分析确证。 Schiff bases were prepared from aldehydes and primary amines. Under strong basic conditions of LDA,anion formed from acetonitrile underwent nucleophlic attack toward Schiff base intermidiates.β-A-mino nitriles were thus conveniently obtained in 78%-100% yields. This method render an effective synthetic route to β-amino acid derivatives. Of β-amino nitrile products obtained,new compounds were characterized by IR, MS, ^1H NMR, ^13 C NMR and elemental analysis.
作者 马大友
机构地区 中南大学药学院
出处 《应用化工》 CAS CSCD 2008年第3期298-299,共2页 Applied Chemical Industry
关键词 β-氨基腈 希夫碱 乙腈 合成 β-amino nitrile Schiff base acetonitrile synthesis
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  • 1Pandarus V, Zargarian D. New Pincer-type diphosphinito (POCOP) complexes of nickel [ J ]. Organomet,2007,26 (17) :4321-4334.
  • 2Munro-Leighton C, Blue E D, Gunnoe T B. Anti-markovnikov N-H and O-H additions to electron-deficient ole- fins catalyzed by well-defined Cu(Ⅰ) anilido, ethoxide, and phenoxide systems [ J]. J Am Chem Soc, 2006,128 (5) :1446-1447.
  • 3Sun P P,Zhang Y M. Tin-mediated addition of bromoacetonitrile to aldimines [ J ]. Syn Commun, 1997,27 ( 18 ) : 3175-3180.
  • 4Yao C X, Cuadrado-Peinado M L, Polasek M, et al. Gasphase tautomers of protonated 1-methyleytasine. Preparation, energeties, and dissociation meehanisms [ J ]. J Mass Spee,2005,40( 11 ) : 1417-1428.
  • 5Saidi M R, Javanshir S, Mojtahedi M M. Lithium perchlorate mediated three component reaction for the preparation of primary amines[J]. J Chem Research (S) ,1999(5) : 330-331.

同被引文献43

  • 1Muller G W, Hon-Wah Man. Isoindoline compounds andmethods of making and using the same[ P]. US:025991,2006-03-09.
  • 2Albert J S, Alhambra C, Kang J, et al. Alkylnitrile quino-lines,as NK-3 receptor ligands[ P]. US:035157 ,2007-03-29.
  • 3Cariou Claire A M, Snaith J S. Stereoselective synthesis of2,4,5-trisubstituted piperidines by carbonylene and Prinscyclisations[ J] . Org Biomol Chem t2006,4(1) :51-53.
  • 4Cariou Claire A M,Kariuki B M,Snaith J S. Stereoselec-tive synthesis of 2,4,5-trisubstituted piperidines by car-bonylene and Prins cyclisations [ J ]. Org Biomol Chem,2008,6(18) :3 337-3 348.
  • 5Martinkova L,Kren V. Nitrile-and amide-converting micro-bial enzymes: stereo-regio-and chemo-selectivity [ J]. Bio-catal Biotransform,2002,20 ( 2 ) :73-93.
  • 6WangM X. Enantioselective biotransformations of nitrilesin organic synthesis[ J]. Top Catal,2005 ,35 ; 117-130.
  • 7Preiml M, Hillmayer K, Klempier N. A new approach to p-amino acids : biotransfoimation of A-protected y3-amino ni-triles[ J]. Tetrahedron lett ,2003,44(27) :5 057-5 059.
  • 8Theil F, Ballschuh S. Chemoenzymatie synthesis of bothenantiomers of cispentacin [ J ] . Tetrahedron : Asymmetry,1996,7(12) :3 565-3 572.
  • 9Yamazaki T,Zhu Y F,Probstl A,et al. Probing a molecu-lar model of taste utilizing peptidomimetic stereoisomersof 2-aminocyclopentanecarboxylic acid methyl ester[ J] . JOrg Chem,1991,56(23) :6 644-6 655.
  • 10Kuhi A, Hahn M G, Dumic M, et al. Alicyclic j8-aminoacids in medicinal chemistry [ J] . / Amino Acids,2005 ,29:89-100.

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