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Synthesis of protected (2S,4R)-2-amino-4-methyldecanoic acid, a proposed component of culicinins

Synthesis of protected (2S,4R)-2-amino-4-methyldecanoic acid, a proposed component of culicinins
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摘要 The protected （2S,4R）-2-amino-4-methyldecanoic acid, a proposed component of culicinins has been synthesized over 10 steps and in total 28% yields using Wittig reaction and Schollkopf amino acid synthesis as key steps. The protected （2S,4R）-2-amino-4-methyldecanoic acid, a proposed component of culicinins has been synthesized over 10 steps and in total 28% yields using Wittig reaction and Schollkopf amino acid synthesis as key steps.
作者 Wei Zhang Tian Tian Sun Duo Mei Jun Fei Wang Ying Xia Li
机构地区 Key laboratory of Marine Drugs
出处 《Chinese Chemical Letters》 SCIE CAS CSCD 2008年第9期1068-1070,共3页 中国化学快报（英文版）
基金 the National Natural Science Foundation of China(No.30572245) Hi-Tech Research and Development Program of China(863 program,No.2006AA09Z409) The Excellent Young Scientists Foundation of Shandong Province(No.2006BS02013).
关键词 SYNTHESIS Amino acid Schollkopf methodology Culicinins Synthesis Amino acid Schollkopf methodology Culicinins
分类号 O62 [理学—有机化学] Q516 [生物学—生物化学]
  • 相关文献

参考文献12

  • 1Wei ZHANG Ni SONG Zhong Zhen LI Ying Xia LI.Synthesis of Obyanamide, a Marine Cytotoxic Cyclic Depsipeptide[J].Chinese Chemical Letters,2006,17(3):285-288. 被引量：3
  • 2C. Toniolo,M. Crisma,F. Formaggio,C. Peggion,R.F. Epand,R.M. Epand.Lipopeptaibols, a novel family of membrane active, antimicrobial peptides[J].Cellular and Molecular Life Sciences.2001(9)
  • 3http://www.cryst.bbk.ac.uk/peptaibol/home.shtml .
  • 4C.Toniolo,M.Crisma,F.Formaggio,et al. Cellular and Molecular Life Sciences . 2001
  • 5H.He,J.E.Janso,H.Y.Yang,et al. Journal of Natural Products . 2006
  • 6T.Degenkolb,J.Kirschbaum,H.Brückner. Chem.Biodivers . 2007
  • 7D.D.Baker,M.Chu,U.Oza,V.Rajgarhia. Natural Product Reports . 2007
  • 8W.Zhang,Z.H.Ma,D.Mei,et al. Tetrahedron . 2006
  • 9U.Schllkopf,W.Hartwig,K.H.Posspischil,H.Kehne. Synthesis . 1981
  • 10U.Widmer. Synthesis . 1987

二级参考文献11

  • 1[5]H.Kigoshi,S.Yamada,Tetrahedron,1999,55(42),12301.
  • 2[6]J.R.McDermott,N.L.Benoiton,Can.J.Chem.,1973,51,1915.
  • 3[7]M.K.Dhaon,R.K.Olsen,K.Ramasamy,J.Org.Chem.,1982,47(10),1962.
  • 4[8]P.Li,J.-C.Xu,Tetrahedron,2000,56(41),8119.
  • 5[9]V.J.Hruby,K.W.Ehler,J.Org.Chem.,1970,35(5),1690.
  • 6[10]J.Inanaga,K.Hirata,H.Saeki,T.Katsuki,M.Yamaguchi,Bull.Chem.Soc.Jpn.,1979,52(7),1989.
  • 7[11]Physical data of compound 1:Rf= 0.46 (CHCl3:MeOH = 20:1);[α]28D = -96.3 (c 0.06,MeOH){lit1[α]27D = +20 (c 0.04,MeOH)}; 1H NMR (600 MHz,CDCl3,δ ppm):0.59 (d,J = 6.6 Hz,3H,H-25),0.88 (d,J= 6.6 Hz,3H,H-26),1.02 (t,J= 7.3 Hz,3H,H-5),1.46 (d,J= 6.6 Hz,3H,H-11),1.50 (d,J= 6.6 Hz,3H,H-30),1.69-1.77 (m,1H,H-4a),1.94-2.01 (m,1H,H-4b),2.26-2.31 (m,1H,H-24),2.74 (dd,J = 4.4,16.5 Hz,1H,H-2a),2.80-2.84 (m,2H,H-2b and H-14a,overlaped),3.08 (s,3H,H-21),3.21 (s,3H,H-27),3.44 (dd,J = 8.8,13.6 Hz,1H,H-14b),4.10-4.15 (m,1H,H-3),5.02 (d,J= 10.6 Hz,1H,H-23),5.16 (dd,J= 5.8,8.8 Hz,1H,H-13),5.31-5.35 (m,1H,H-10),5.42 (q,J = 7.0 Hz,1H,H-29),7.15-7.25 (m,5H,ArH),7.96 (s,1H,H-8),8.00 (d,J= 7.7 Hz,1H,10-NH),8.82 (d,J= 9.1 Hz,1H,3-NH); 13C NMR (150 MHz,CDCl3,δ ppm):11.4 (C-5),16.2 (C-30),18.7 (C-26),18.9 (C-25),23.3 (C-11),27.57 (C-24),27.61 (C-4),29.0 (C-21),30.1 (C-27),36.4 (C-14),37.7 (C-2),46.6 (C-10),47.8 (C-3),57.2 (C-23),60.9 (C-13),67.4 (C-29),122.3 (C-8),127.0 (C-18),128.7 (C-17 and C-19),129.4 (C-16 and C-20),136.3 (C-15),150.4 (C-7),160.4 (C-6),167.2 (C-12),168.9(C-9),170.0 (C-1),170.4 (C-22),171.9 (C-28); HRESIMS:calcd,for C30H41N5O6NaS[M+Na]+ 622,2675,found 622.2665.
  • 8[1]P.G.Williams,W.Y.Yoshida,R.E.Moore,V.J.Paul,J.Nat.Prod.,2002,65(1),29.
  • 9[2]H.Luesch,P.G.Williams,W.Y.Yoshida,R.E.Moore,V.J.Paul,J.Nat.Prod.,2002,65(7),996.
  • 10[3]L.T.Tan,N.Sitachitta,W.H.Gerwick,J.Nat.Prod.,2003,66(6),764.

共引文献2

Chinese Chemical Letters
2008年 第9期

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