SELECTIVE CLEAVAGE OF THE MYCINOSE SUGAR FROM THE MACROLIDE ANTIBIOTIC TYLOSIN - UNIQUE GLYCOSIDIC SCISSION

被引:11
作者
NAGEL, AA
VINCENT, LA
机构
[1] Pfizer Central Research, Groton, Connecticut
关键词
D O I
10.1021/jo01326a043
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A synthesis of 16-decarbomethoxy-20(S)-hydroxydihydrocatharanthine, an intermediate that has been converted to catharanthine in two stages, is available in seven steps from acrolein and 1, 4-dipivaloxy-1, 3-butadiene. © 1979, American Chemical Society. All rights reserved.
引用
收藏
页码:2050 / 2052
页数:3
相关论文
共 15 条
[1]   STUDIES ON METABOLIC PRODUCTS OF MICROORGANISMS .9. INFORMATION ON STRUCTURE OF TYLOSIN [J].
ACHENBACH, H ;
REGEL, W ;
KARL, W .
CHEMISCHE BERICHTE-RECUEIL, 1975, 108 (07) :2481-2483
[3]  
CELMER WD, 1959, ANTIBIOT ANNU, P277
[4]  
GIROTRA NN, 1975, TETRAHEDRON LETT, P227
[5]  
HAMILL RL, 1961, ANTIBIOT CHEMOTHER, V11, P328
[6]  
JACKMAN LM, APPLICATION NUCLEAR, P306
[7]   GLYCOSIDE CLEAVAGE REACTIONS ON ERYTHROMYCIN - PREPARATION OF ERYTHRONOLIDE-A [J].
LEMAHIEU, RA ;
CARSON, M ;
KIERSTEAD, RW ;
FERN, LM ;
GRUNBERG, E .
JOURNAL OF MEDICINAL CHEMISTRY, 1974, 17 (09) :953-956
[8]   TYLONOLIDE HEMIACETAL, AGLYCONE OF TYLOSIN, AND ITS PARTIAL SYNTHESIS [J].
MASAMUNE, S ;
HAYASE, Y ;
CHAN, WK ;
SOBCZAK, RL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1976, 98 (24) :7874-7875
[9]  
MCGUIRE JM, 1961, ANTIBIOT CHEMOTHER, V11, P320
[10]  
MORIN RB, 1964, TETRAHEDRON LETT, P2339