The synthesis of fluorine-containing pterins

被引:9
作者
Dunn, C [1 ]
Gibson, CL [1 ]
Suckling, CJ [1 ]
机构
[1] UNIV STRATHCLYDE, DEPT PURE & APPL CHEM, GLASGOW G1 1XL, LANARK, SCOTLAND
关键词
D O I
10.1016/0040-4020(96)00782-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of some 7,7-difluoro-7,8-digydropterins and pterins with fluoroalkyl subsitutents at the 6 or 7 positions from fluorine-containing aliphatic precursors and suitably substituted pyrimidines is described. The fluorine-containing pterins were found to be very insoluble and also stable to nucleophiles and bases in dilute aqueous solution. Copyright (C) 1996 Elsevier Science Ltd
引用
收藏
页码:13017 / 13026
页数:10
相关论文
共 28 条
  • [1] PTERIDINE STUDIES .15. REDUCTION OF 2-HYDROXYPTERIDINE
    ALBERT, A
    MATSUURA, S
    [J]. JOURNAL OF THE CHEMICAL SOCIETY, 1961, (DEC): : 5131 - &
  • [2] SPECIFIC INHIBITORS IN VITAMIN BIOSYNTHESIS .7. SYNTHESES OF BLOCKED 7,8-DIHYDROPTERIDINES VIA ALPHA-AMINO KETONES
    ALHASSAN, SS
    CAMERON, RJ
    CURRAN, AWC
    LYALL, WJS
    NICHOLSON, SH
    ROBINSON, DR
    STUART, A
    SUCKLING, CJ
    STIRLING, I
    WOOD, HCS
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1985, (08): : 1645 - 1659
  • [3] [Anonymous], 1973, ORG SYNTH
  • [4] Blakley R. L., 1984, FOLATES PTERINS, P191
  • [5] BOTTINI AT, 1973, ORG SYNTH, V5, P121
  • [6] DESIGN OF ORALLY-ACTIVE, NONPEPTIDIC INHIBITORS OF HUMAN-LEUKOCYTE ELASTASE
    BROWN, FJ
    ANDISIK, DW
    BERNSTEIN, PR
    BRYANT, CB
    CECCARELLI, C
    DAMEWOOD, JR
    WOOLSON, SA
    EDWARDS, PD
    EARLEY, RA
    FEENEY, S
    GREEN, RC
    GOMES, B
    KOSMIDER, BJ
    KRELL, RD
    SHAW, A
    STEELMAN, GB
    THOMAS, RN
    VACEK, EP
    VEALE, CA
    TUTHILL, PA
    WARNER, P
    WILLIAMS, JC
    WOLANIN, DJ
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 1994, 37 (09) : 1259 - 1261
  • [7] CARREREAS CW, 1995, JANN REV BIOCH, V64, P721
  • [8] THE PREPARATION AND REACTIONS OF SOME FLUORINE-CONTAINING NITRO COMPOUNDS
    COOK, DJ
    PIERCE, OR
    MCBEE, ET
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1954, 76 (01) : 83 - 87
  • [9] CUSHMAN M, 1990, CHEMISTRY AND BIOLOGY OF PTERIDINES 1989, P249
  • [10] SYNTHESIS OF 6,7-BIS(TRIFLUOROMETHYL)-8-SUBSTITUTED PTERIDINE-2,4(1H,3H)-DIONE (LUMAZINE) HYDRATES FROM 4,5-DIAMINOURACIL HYDROCHLORIDES AND PERFLUOROBUTANE-2,3-DIONE - STABILIZATION OF THE TRANSMOLECULAR COVALENT HYDRATES OF 8-SUBSTITUTED PTERIDINEDIONES BY TRIFLUOROMETHYL GROUPS
    CUSHMAN, M
    WONG, WC
    BACHER, A
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1986, (06): : 1051 - 1053