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铜盐催化β-双羰基化合物α-位氮宾转移反应

Nitrene Transfer Reaction on α-H of β-dicarbonyl Compounds Catalyzed by Copper Salt
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摘要 以对氯苯磺酰胺为氮源,Ph I(OAc)_2为氧化剂,Cu(CF_3SO_3)_2为催化剂,β-双羰基衍生物为底物,于35℃用"一锅法"合成了6个α-氨基-β-双羰基化合物(3a^3f,3b^3f为新化合物),其结构经~1H NMR,^(13)C NMR和HR-ESI-MS表征。 Six α-amino-β-dicarbonyl compounds( 3a ~ 3f,3b ~ 3f were novel compounds) were synthesized by "one-pot method " at 35 ℃, using chlorobenzene sulfonamide as nitrogen source,Ph I( OAc)_2as oxidizing agent,Cu( CF_3SO_3)_2as catalyst and β-dicarbonyl compounds as substrate.The structures were characterized by^1 H NMR,^(13)C NMR and HR-ESI-MS.
出处 《合成化学》 CAS CSCD 2016年第5期398-401,共4页 Chinese Journal of Synthetic Chemistry
基金 国家自然科学基金资助项目(21072131)
关键词 对氯苯磺酰胺 α-氨基-β-双羰基化合物 铜盐催化 氮宾转移反应 p-chlorobenzene sulfonamide α-amino-β-dicarbonyl compound copper salt catalysis nitrene transfer reaction
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  • 1Chai L L, Elix J A, Huleatt P B. The synthetic versatili- ty of alkoxycarbonyl- and hydmxymethyl-piperazine-2,5- diones [ J]. Tetrahedmn,2005,311(49) :8722 - 8739.
  • 2Chang L L, Yang G X, McCauley E, et al. Constraining the amide bond in N-sulfonylated dipeptide VLA-4 antag- onists[ J]. Med Chem Lett,2008,18(5) :1688 - 1691.
  • 3Nemoto T, Harada T, Matsumoto T, et al. Pd-cata- lyzed enantioselective synthesis of quaternary or-amino acid derivatives using a phenylalanine-derived P-chiro- genie diaminophosphine oxide [ J ]. Tetrahedron Lett, 2007,38 (51 ) :6304 - 6307.
  • 4Maeda T, Makino K, Iwasaki M, et al. Diastereo- and enantioselective hydrogenation of ct-amino-/3-keto ester hydrochlorides catalyzed by an iridium complex with MeO-BIPHEP and NaBArF: Catalytic cycle and five- membered chelation mechanism of asynmtric hydrogena- tion[J]. Chem Eur J,2010,16(39):11954 -11962.
  • 5Labeeuw O, Phansavath P, Gent P. Total synthesis of sulfobacin A through dynamic kinetic resolution of aracemic/3-keto-a-amino ester hydrochloride[ J ]. Tetra- hedron : Asymmetry,2004,15 ( 12 ) : 1899 - 1908.
  • 6Phansavath P, Duprat de Paule S, Ratovelomanana- Vidal V, et al. An efficient formal synthesis of ( - )- balanol by using ruthenium-catalyzed asymmetric hy- drogenation[ J]. Eur J Org Chem,2000:3903 - 3907.
  • 7孔毅,杨婉,吴梧桐.我国氨基酸类药物研究进展[J].药物生物技术,2007,14(3):230-234. 被引量:22
  • 8Singh J, Gordon T D, Earley W G, et al. An efficient synthesis and acylation of a-amino--keto-esters : Ver- satile intermediates in the synthesis of peptide mimet- ics[ J]. Tetrahedron Lett, 1993,34(2) :211 - 214.
  • 9Makino K, Okamoto N, Hara O, et al. Efficient enan- tioselective synthesis of ( 2R, 3R) - and ( 2S, 3S) -3- hydroxyleucines and their diastereomers through dy- namic kinetic resolution [ J ]. Tetrahedron: Asymmetry, 2001,32(51 ) :1757 - 1762.
  • 10Wiley R. H, Borum O H. Conversion of alpha-aminoacids to acylamido ketones and oxazoles [ J ]. J Am Chem Soc, 1948,70 (6) : 1666.

二级参考文献15

  • 1[3]Bamba T,Fuse K,Obata H,et al.Effects of small peptides as intraluminmal abastrates on transport carriers for amino acids and peptides[J].J Clinic Biochem Nutri,1993,15:33.
  • 2[4]Boza JJ,Moennoz D,Vuichoud J,et al.Protein hydrolysate vs free amino acid-based diets on the nutritional recovery of the starved rat[J].European Journal of Nutrion,2000,39(6):237.
  • 3[5]Roberts SA,Ball RO,Moore AM,et al.The effect of graded intake of glycyl-L-tyrosine on phenylalanine and tyrosine metabolism in parenterally fed neonates with an estimation of tyrosine requirement[J].Pediatr Res,2001,49(1):111.
  • 4[6]Scheid C,Hermann K,Kremer G,et al.Randomized,double-blind,controlled study of glycyl-glutamine-dipeptide in the parenteral nutrition of patients with acute leukemia undergoing intensive chemotherapy[J].Nutrition,2004,20(3):249.
  • 5[7]Hertrampf E,Olivares M.Iron amino acid chelates[J].Int J Vitam Nutr Res.2004,74(6):435.
  • 6[8]Apines-Amar MJS,Satoh S,Caipang CMA,,et al.Amino acid-chelate:a better source of Zn,Mn and Cu for rainbow trout,Oncorhynchus mykiss[J].Aquaculture,2004,240:345.
  • 7[10]国家药典委员会.临床用药须知:化学药物和生物制品卷[M].北京:人民卫生出版社,2005.
  • 8[11]Fust P,Kuhn KS.Amino-acid substrates in new bottles:implications for clinical nutrition in the 21 st century[J].Nutrition,2001,16:603.
  • 9中国化学制药工业协会信息部.2005年我国临床用药分析报告[J].全国医药商情,2002,5(3):22.
  • 10[14]蔡德山,曹磊.门冬氨酸钾镁市场浅析[N].医药经济报,2006-6-28(1).

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