Regiospecific bromination of cephalosporin sulfones at C-2 with cyanogen bromide

被引:2
作者
Gunda, TE
Szoke, GN
机构
[1] Research Group for Antibiotics, Hungarian Academy of Sciences, H-4010 Debrecen
[2] Institute of Clinical Chemistry, School of Medicine, University of Debrecen, H-4012 Debrecen
关键词
D O I
10.1080/00397919708005640
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
2 alpha-Bromocephalosporin sulfones can be prepared very easily and in practically pure form by using commercial cyanogen bromide with base catalysis. The bromides can immediately be used for subsequent reactions.
引用
收藏
页码:3395 / 3403
页数:9
相关论文
共 50 条
  • [1] STUDIES ON THE SYNTHESIS OF C-2 SUBSTITUTED CEPHALOSPORIN SULFONES - THE UNEXPECTED REACTIVITY OF THE C-2 CARBON
    BOTTA, M
    CRUCIANELLI, M
    SALADINO, R
    NICOLETTI, R
    HETEROCYCLES, 1992, 34 (07) : 1375 - 1384
  • [2] INHIBITION OF HUMAN-LEUKOCYTE ELASTASE BY C-2 SUBSTITUTED CEPHALOSPORIN SULFONES
    HAGMANN, WK
    OGRADY, LA
    ASHE, BM
    DAHLGREN, ME
    WESTON, H
    MAYCOCK, AL
    KNIGHT, WB
    DOHERTY, JB
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 1989, 24 (06) : 599 - 604
  • [3] C-2 SUBSTITUTED CEPHALOSPORIN SULFONES - POTENT INHIBITORS OF HUMAN-LEUKOCYTE ELASTASE
    HAGMANN, WK
    OGRADY, LA
    DOHERTY, JB
    ASHE, BM
    DAHLGREN, ME
    WESTON, HD
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1988, 195 : 51 - MEDI
  • [4] Reaction of imidazoles with cyanogen bromide: Cyanation at N1 or bromination at C2?
    McCallum, PBW
    Weavers, RT
    Grimmett, MR
    Blackman, AG
    AUSTRALIAN JOURNAL OF CHEMISTRY, 1999, 52 (03) : 159 - 165
  • [5] Regiospecific alkylation of histidine and histamine at C-2
    Jain, R
    Cohen, LA
    ElKadi, NA
    King, MM
    TETRAHEDRON, 1997, 53 (07) : 2365 - 2370
  • [6] CEPHALOSPORIN SULFOXIDES - FUNCTIONALIZATION AT C-2 AND C-4
    BREMNER, DH
    CAMPBELL, MM
    JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1976, (14) : 538 - 539
  • [7] The regiospecific ω-bromination of 2-trichloroacetylcycloalkanones
    Flores, Alex F. C.
    Brondani, Sergio
    Martins, Marcos A. P.
    Bonacorso, Hello G.
    Zanatta, Nilo
    TETRAHEDRON LETTERS, 2008, 49 (03) : 529 - 533
  • [8] CLEAVAGE OF CYTOCHROME-C WITH CYANOGEN BROMIDE
    CORRADIN, G
    HARBURY, HA
    BIOCHIMICA ET BIOPHYSICA ACTA, 1970, 221 (03) : 489 - &
  • [9] THIOREDOXIN 2 - CLEAVAGE WITH CYANOGEN BROMIDE
    HOLMGREN, A
    REICHARD, P
    EUROPEAN JOURNAL OF BIOCHEMISTRY, 1967, 2 (02): : 187 - +
  • [10] SYNTHESIS OF [C-11] CYANOGEN-BROMIDE AND (C-13)-CYANOGEN BROMIDE, USEFUL ELECTROPHILIC LABELING PRECURSORS
    WESTERBERG, G
    LANGSTROM, B
    ACTA CHEMICA SCANDINAVICA, 1993, 47 (10): : 974 - 978