SYNTHESIS OF N-THIOACYLATED AMINO-SUGARS

被引:15
作者
ISECKE, R [1 ]
BROSSMER, R [1 ]
机构
[1] UNIV HEIDELBERG,INST BIOCHEM 2,IM NEUENHEIMER FELD 328,D-69120 HEIDELBERG,GERMANY
关键词
D O I
10.1016/S0040-4020(01)80197-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Unsubstituted amino sugars readily react with dithiocarboxylic esters or O-ethyl thioformate to yield the hitherto unknown free N-thioacylated sugars which are of biological interest.
引用
收藏
页码:10009 / 10016
页数:8
相关论文
共 24 条
[1]   REDUCTION OF ISOTHIOCYANATES TO THIOFORMAMIDES WITH TRI-NORMAL-BUTYLTIN HYDRIDE [J].
AVALOS, M ;
BABIANO, R ;
GARCIAVERDUGO, C ;
JIMENEZ, JL ;
PALACIOS, JC .
TETRAHEDRON LETTERS, 1990, 31 (17) :2467-2470
[2]   NMR-STUDIES OF SUGAR AMIDES AND THIOAMIDES [J].
AVALOS, M ;
BABIANO, R ;
DURAN, CJ ;
JIMENEZ, JL ;
PALACIOS, JC .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1992, (12) :2205-2215
[3]   CONVENIENT SYNTHESIS OF PARA-NITROPHENYL 2-DEOXY-2-(THIO-ACETAMIDO)-BETA-D-GLUCOPYRANOSIDE, D-GALACTOPYRANOSIDE, AND THEIR 1-THIO ANALOGS AS INHIBITORS OF 2-ACETAMIDO-2-DEOXY-BETA-D-GLUCOSIDASE [J].
BEDI, GS ;
SHAH, RH ;
BAHL, OP .
CARBOHYDRATE RESEARCH, 1978, 62 (02) :253-259
[4]  
BOVIN NV, 1981, IAN SSSR KH, P441
[5]   THIONATION REACTIONS OF LAWESSON REAGENTS [J].
CAVA, MP ;
LEVINSON, MI .
TETRAHEDRON, 1985, 41 (22) :5061-5087
[6]   ORGANOTHIOPHOSPHORUS REAGENTS IN ORGANIC-SYNTHESIS [J].
CHERKASOV, RA ;
KUTYREV, GA ;
PUDOVIK, AN .
TETRAHEDRON, 1985, 41 (13) :2567-2624
[7]  
CZARNIECKI MF, 1977, J AM CHEM SOC, V99, P8273, DOI 10.1021/ja00467a025
[8]  
EFFENBERGER F, 1992, LIEBIGS ANN CHEM, P1297
[9]   NEW AND FACILE SYNTHETIC ROUTES TO 5-THIOALDOHEXOPYRANOSIDES VIA ALDOSE MONOTHIOACETAL DERIVATIVES [J].
HASHIMOTO, H ;
KAWANISHI, M ;
YUASA, H .
TETRAHEDRON LETTERS, 1991, 32 (48) :7087-7090
[10]  
HERCZEGH P, 1978, ACTA CHIM HUNG, V98, P321