Application of AlMe3-mediated amidation reactions to solution phase peptide synthesis

被引:23
作者
Martin, SF [1 ]
Dwyer, MP [1 ]
Lynch, CL [1 ]
机构
[1] Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA
关键词
D O I
10.1016/S0040-4039(98)00071-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A practical modification of the Weinreb amidation protocol employing amino acids as the amine reaction partner has been developed that allows for the facile synthesis of oligopeptides in solution. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:1517 / 1520
页数:4
相关论文
共 14 条
[1]  
BASHA A, 1977, TETRAHEDRON LETT, V18, P4171, DOI DOI 10.1016/S0040-4039(01)83457-2
[2]  
BENOITON NL, 1988, INT J PEPT PROT RES, V31, P581
[3]   Aluminum trichloride-promoted aminolysis of cyclic imides and oxazolidinones. [J].
Bon, E ;
Reau, R ;
Bertrand, G ;
Bigg, DCH .
TETRAHEDRON LETTERS, 1996, 37 (08) :1217-1220
[4]   THE SYNTHESIS OF (2S,4S,5S)-5-(N-BOC)-AMINO-6-CYCLOHEXYL-4-HYDROXY-2-ISOPROPYL-HEXANOICACID LACTONE, AN HYDROXYETHYLENE DIPEPTIDE ISOSTERE PRECURSOR [J].
CHAKRAVARTY, PK ;
DELASZLO, SE ;
SARNELLA, CS ;
SPRINGER, JP ;
SCHUDA, PF .
TETRAHEDRON LETTERS, 1989, 30 (04) :415-418
[5]  
DORSEY GO, 1992, THESIS U TEXAS AUSTI
[6]  
DWYER M, 1997, THESIS U TEXAS AUSTI
[7]   STEREOSELECTIVE SYNTHESIS OF CYCLIC DIPEPTIDE HYDROXYALKYL ISOSTERES VIA METALATED N,N-DIALKYLCARBAMATE 2-ALKENYL ESTERS [J].
HANKO, R ;
RABE, K ;
DALLY, R ;
HOPPE, D .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1991, 30 (12) :1690-1693
[8]  
Jones J., 1994, CHEM SYNTHESIS PEPTI
[9]  
LAROCK RC, 1989, COMPREHENSIVE ORGANI, P987
[10]   STEREOSELECTIVE TOTAL SYNTHESIS OF BENGAMIDE-E FROM GLYCERALDEHYDE ACETONIDE AND A NONRACEMIC GAMMA-ALKOXY ALLYLIC STANNANE [J].
MARSHALL, JA ;
LUKE, GP .
JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (23) :6229-6234