STEREOSELECTIVE SYNTHESES OF PEPTIDE DERIVATIVES WITH 2-ACETAMIDO-3,4,6-TRI-O-ACETYL-1-AMINO-2-DEOXY-BETA-D-GLUCOPYRANOSE BY 4-COMPONENT CONDENSATION

被引:54
作者
LEHNHOFF, S [1 ]
GOEBEL, M [1 ]
KARL, RM [1 ]
KLOSEL, R [1 ]
UGI, I [1 ]
机构
[1] TECH UNIV MUNICH,INST ORGAN CHEM & BIOCHEM,D-85747 GARCHING,GERMANY
来源
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH | 1995年 / 34卷 / 10期
关键词
ASYMMETRIC SYNTHESES; CHIRAL AUXILIARIES; PEPTIDE SYNTHESES; 4-COMPONENT REACTIONS;
D O I
10.1002/anie.199511041
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Diastereoisomeric excesses greater than 99% are obtained for the majority of the stereoselective four‐component condensations (a), if the amino glucopyranose 1 is used as the sugar component Y‐NH2. (Figure Presented.) Copyright © 1995 by VCH Verlagsgesellschaft mbH, Germany
引用
收藏
页码:1104 / 1107
页数:4
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共 40 条
  • [1] Strecker A., Ueber die künstliche Bildung der Milchsäure und einen neuen, dem Glycocoll homologen Körper
  • [2] , Annalen der Chemie und Pharmacie, 75, (1850)
  • [3] Bergs H., Chem. Zentralbl., 27, (1933)
  • [4] Bucherer H.T., Steiner W., Z. Prakt. Chem., 140, (1934)
  • [5] Hellmann H., Opitz G., a‐Aminoalkylierung, (1960)
  • [6] Passerini M., Gazz. Chim. Ital., (1921)
  • [7] Gazz. Chim. Ital., 56, (1926)
  • [8] Passerini M., Ragni G., Gazz. Chim. Ital., 61, (1931)
  • [9] Ugi I., Isonitrile Chemistry, 20, (1971)
  • [10] Ugi I., Lohberger S., Karl R., Comprehensive Organic Chemistry: Selectivity for Synthesis Efficiency, 20, (1991)