Synthesis of β-D-fructopyranosides with N-phenyl trifluoroacetimidate donor

被引:6
|
作者
Lin, Feng [1 ,2 ]
Lian, Gaoyan [2 ]
Xu, Qiulong [1 ]
Zhu, Xiaofeng [1 ]
机构
[1] Shanghai Inst Pharmaceut Ind, State Key Lab New Drugs & Pharmaceut Proc, Shanghai 200437, Peoples R China
[2] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Bioorgan & Nat Prod Chem, Shanghai 200032, Peoples R China
基金
中国国家自然科学基金;
关键词
Glycosylation; Fructopyranoside; Trifluoroacetimidate donor; Ketose; Anomeric configuration; D-FRUCTOSE; STEREOSPECIFIC SYNTHESIS; GLYCOSYLATING PROPERTIES; D-FRUCTOFURANOSIDES; FRUCTANS;
D O I
10.1016/j.tet.2012.11.058
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Fructopyranosyl N-phenyl trifluoroacetimidate was demonstrated to be effective glycosyl donor for beta-D-fructopyranosides preparation that exhibited good beta-selectivity and good yields. X-ray data of two beta-D-fructopyranosides were obtained and help to determine the anomeric configuration of these ketoses. (C) 2012 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1128 / 1132
页数:5
相关论文
共 50 条
  • [21] Synthesis and X-ray structure of n-phenyl phenylglyoxamide
    Boryczka, S
    Suwinska, K
    Le Guillanton, G
    Do, QT
    Elothmani, D
    JOURNAL OF CHEMICAL CRYSTALLOGRAPHY, 1998, 28 (07) : 555 - 560
  • [22] SYNTHESIS OF KETONES FROM N-PHENYL IMIDOTHIOESTERS VIA KETENIMINES
    ELJAZOULI, M
    LAGE, N
    MASSON, S
    THUILLIER, A
    BULLETIN DE LA SOCIETE CHIMIQUE DE FRANCE, 1988, (05): : 883 - 888
  • [23] SYNTHESIS AND STUDY OF AROMATIC POLY-(N-PHENYL)BENZIMIDAZOLES
    KORSHAK, VV
    TSEITLIN, GM
    CHERKASO.GM
    RUSANOV, AL
    BEREZKIN.NA
    VYSOKOMOLEKULYARNYE SOEDINENIYA SECTION A, 1969, 11 (01): : 22 - &
  • [24] Synthesis and X-ray structure of N-phenyl phenylglyoxamide
    Stanisław Boryczka
    Kinga Suwińska
    Georges Le Guillanton
    Quang Tho Do
    Driss Elothmani
    Journal of Chemical Crystallography, 1998, 28 : 555 - 560
  • [25] Modified Friedlander synthesis of quinolines from N-phenyl cyclic enaminones
    Na, JE
    Lee, KY
    Park, DY
    Kim, JN
    BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 2005, 26 (02): : 323 - 326
  • [26] Use of Diphenyliodonium Bromide in the Synthesis of Some N-Phenyl α-Amino Acids
    McKerrow, Jason D.
    Al-Rawi, Jasim M. A.
    Brooks, Peter
    SYNTHETIC COMMUNICATIONS, 2010, 40 (08) : 1161 - 1179
  • [27] Synthesis and Characterization of Styrene, Maleic Anhydride and N-phenyl Maleimide Tripolymer
    Mou, Y. L.
    Xia, W.
    Wang, Z.
    Zheng, D. F.
    PROCEEDINGS OF THE 2ND ANNUAL INTERNATIONAL CONFERENCE ON ADVANCED MATERIAL ENGINEERING (AME 2016), 2016, 85 : 1110 - 1115
  • [28] Electrochemical synthesis and antimicrobial evaluation of some N-phenyl α-amino acids
    Singh, Kishanpal
    Singh, Neetu
    Sohal, Harvinder Singh
    Singh, Baljit
    Husain, Fohad Mabood
    Arshad, Mohammed
    Adil, Mohd
    RSC ADVANCES, 2023, 13 (46) : 32063 - 32069
  • [30] Synthesis of methyl N-phenyl carbamate by methoxycarbonylation of aniline with dimethyl carbonate
    Li, QF
    Wang, JW
    Dong, WS
    Kang, MQ
    Wang, XK
    Peng, SY
    CHINESE JOURNAL OF CATALYSIS, 2003, 24 (08) : 639 - 642