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An Efficient Synthesis of Cyclopeptides Bridged wi

 
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PostPosted: Fri 21:48, 11 Feb 2011    Post subject: An Efficient Synthesis of Cyclopeptides Bridged wi

An Efficient Synthesis of Cyclopeptides Bridged with Aliphatic-aryl Ether Bond


mtodryness. TheresidueWastrituratedwith30mLanhydrousetherandfilteredgivingpowderedproductC (297mg). Insummary, wehaveachievedthesynthesisofcycficether-linkedpeptidesonsofidsupportswithminimumsteps. Allfinalproducts (A, BandC) wereobtainedingoodoverallyields (58.9-87.1%), andcharacterizedbyAAA (exceptC) andESI. MS (Table11.Theresultsofthepresentstudyindicatedtllatthesolid.phasesynthesiswouldbean762ZheL1Ueta1.efficientwayforthepreparationofcycficcompoundenefi ~ dfromthepseudo-dilutioneffectonsolidsuppo ~. AcknowledgmentThisworkwasfinanciallysupportedbytheGrant (No.30271530) fromtheNationalNaturalScienceFoundmionofChina.WethankProfessorZeperAblizandhiscoHeaguesforprovidingmassspectraldata.andMr.NiJing-huaforprovidingAAAdata.ReferencesandNotes1.K.Burgess, D. Lim, M. B. Choussy, J. Zhu , TetrahedronLeft., 1997,38,3345.2. Y. Fleng 'Z. Ⅵ g'S. Jin, K. Burgess, Am.Chem.Soc, 1998,120,[link widoczny dla zalogowanych],10768.3. K. Endo,[link widoczny dla zalogowanych], H. Takahashi, Heterocycles, 1999,51,337.4. GAbbenante, D. R. March, D. A. Bergman, Am.Chem.Soc., 1995,7 '10220 .5. EAdrain, M. I. Burguete,[link widoczny dla zalogowanych], S. VLuis, TetrahedronLett ., 1999,40,1039.6. Y. C. Chen, I. Bob, N. Mansur, A. Muhlrad, Pept.Res., 2O0o, 147.7.H.Q.Liu, H. Lin, CtJ . Tian, D.X.W bare Ig'C. Drg.Chem.20o3, 23 (Cool,[link widoczny dla zalogowanych], 8o4.8.R.N.Zuckermann, J. M. Kerr, S. B. H. Kent, Am. Chem.Soc., 1992,114,10646.9. N. Fuiii, A. Otaka,[link widoczny dla zalogowanych], O. Ikemura, Chem, Soc.Chem.Commum., 1987, (4), 274.10.TheConditionsforHPLCanalysis: Instrumenttype: Alltech426, Column: AlltimaC18, 5u (10 × 250mm), Mobilephase: bufferA: 0.05% H, 0: bufferB: 0.05% IcetoniWileisfrom0% to100% iIl15minutesataflowrateof1.0mL/min.W_avelengtll: 278am.Received12July, 2004


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