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(S)-β-取代-α-氨基酸衍生物的不对称合成

Asymmetric Synthesis of( S)-β-Substituted-α-amino Acids
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摘要 以2-[N-(N'-苄基-L-脯氨酰)氨基]二苯甲酮的甘氨酸席夫碱Ni(Ⅱ)配合物为原料,经Aldol羟甲基化,脱水,Michael加成和水解反应及离子交换层析,合成了4个(S)-β-取代-α-氨基酸衍生物,产率60%~75%,ee值90%~95%,其结构经~1H NMR和元素分析确证。 Four (S)-β-substituted-α-aminoacids, with yield of 60% - 75% and ee of 90% - 95%, were synthesized by the reaction of aldol hydroxymethylation, dehydrolation, Michael nucleophilic ad- dition and acidolysis, then isolated by cation exchange resine. The structures were confirmed by l H NMR and elemental analysis.
作者 金红日
出处 《合成化学》 CAS CSCD 2017年第5期425-428,共4页 Chinese Journal of Synthetic Chemistry
基金 台州职业技术学院科技创新资助项目(2016YB03)
关键词 手性诱导 配位化合物 Aldol羟甲基化 氨基酸 不对称合成 chiral induction coordination compound Aldol hydroxymethylation amino acid asym- metric synthesis
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  • 1李振江,万红贵,韦萍,石玉瑚,欧阳平凯.手性辅基法不对称合成特殊结构α-氨基酸——甘氨酸等当体途径[J].有机化学,2005,25(8):881-892. 被引量:10
  • 2曹飞,李振江,周华,韦萍.光学活性双氨基酸的合成[J].有机化学,2006,26(10):1344-1352. 被引量:5
  • 3GARRARD E A,BORMAN E C,COOK B N,et al.Inhibition of trypanothione reductase by substrate analogues[J].Org.Lett.,2000,2(23):3 639-3 642.
  • 4LAERUM O D,SLETVOLD O,BJERKNES R,et al.The dimer of hemoregulatory peptide (HP5b) stimulates murine and human myelopoiesis in vitro[J].Exp.Hematol.,1998,16(4):274-280.
  • 5PARADISI F,PORZI G,RINALDI S,et al.Stereoselective synthesis of α,α-diamino-dicarboxylic acids.Part 2[J].Tetrahedron:Asymmetry,2000,11(22):4 617-4 622.
  • 6JOHANN H,MICHAEL B,ANDRAS G,et al.A detailed investigation of the preparation of 2,7-diaminosuberic acid and 2,5-diaminoadipic acid derivatives using Kolbe electrolysis[J].Tetrahedron,1998,54(10):2 059-2 074.
  • 7BELOKON Y N,BULYCHEW A G,VITT S V.General method of diastereo-and enantioselective synthesis of β-hydroxy-α-amino acids by condensation of aldehydes and ketones with glycine[J].J.Am.Chem.Soc.,1985,107(14):4 252-4 259.
  • 8BELOKON Y N,CHERNOGLAZOVA N I,BATSANOV A S,et al.Asymmetric synthesis of (2S,4S)-2,4-diaminoglutaric and (2S,3S)-2,3-diamino-2,3-dimethylsuccinic acids using chiral Ni(Ⅱ) comolexes[J].Russ.Chem.Bull.,1987,36(4):779-784.
  • 9DENG Guang-hui,WANG Jiang,ZHOU Yu,et al.One-pot,large-scale synthesis of nickel(Ⅱ) complexes derived from 2-[N-(α-Picolyl)amino]benzophenone (PABP) and α-or β-amino acids[J].J.Org.Chem.,2007,72(23):8 932-8 934.
  • 10ELLIS T K,MARTIN C H,UEKI H,et al.Efficient synthesis of serically constrained smmetrically α,α-disubstituted α-amino acids under operationally convenient conditions[J].Tetrahedron Lett.,2003,44(5):1 063-1 066.

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