Facile syntheses of N-(1-alkenyl) derivatives of 2,4-pyrimidinediones

被引：7
|
作者：
Henriksen, U [1 ]
机构：
[1] Univ Copenhagen, HC Orsted Inst, Dept Chem, DK-2100 Copenhagen, Denmark
来源：
NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS | 2000年 / 19卷 / 07期
关键词：
D O I：
10.1080/15257770008035032
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
N-(1-alkenyl) derivatives of 2,4-Pyrimidinediones (6 - 9) were prepared in a one pot synthesis from aldehydes and the nucleobases using trimethylsilyl trifluoromethanesulfonate (TfOTMS) as coupling reagent. Presilylation of the above nucleobases, and N-6-benzoyladenine, with excess N,O-bis(trimethylsilyl)acetamide (BSA) followed by addition of one mol eq. TfOTMS yielded the N-(1-trimethylsilyloxyalkyl) derivatives 1 - 5.
引用
收藏
页码：1093 / 1100
页数：8
相关论文
共 50 条
  • [1] STUDIES ON 1-ALKENYL ISOCYANATES AND THEIR DERIVATIVES
    SATO, M
    JOURNAL OF ORGANIC CHEMISTRY, 1961, 26 (03): : 770 - &
  • [2] N,N'-BIS(1-ALKENYL)CARBODIIMIDES
    FETYUKHIN, VN
    KOBRZHITSKII, VV
    SAMARAI, LI
    ZHURNAL ORGANICHESKOI KHIMII, 1981, 17 (11): : 2452 - 2453
  • [3] SYNTHESIS OF 1-ALKENYL DERIVATIVES OF ISOTHIOCYANATES, DITHIOCARBAMATES AND THIOUREAS
    HOFF, S
    BLOK, AP
    RECUEIL DES TRAVAUX CHIMIQUES DES PAYS-BAS-JOURNAL OF THE ROYAL NETHERLANDS CHEMICAL SOCIETY, 1974, 93 (03): : 78 - 80
  • [4] ALPHA,BETA-UNSATURATED ISOCYANATES BY THERMOLYSIS OF N-(1-ALKENYL)-N-ALKYLCARBAMOYL CHLORIDES
    KONIG, KH
    REITEL, C
    MANGOLD, D
    FEUERHERD, KH
    OESER, HG
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1979, 18 (04): : 319 - 320
  • [5] Radical Additions of Arenethiols to Ynamides for the Selective Synthesis of N-[(Z)-2-(Arylsulfanyl)-1-alkenyl]amides
    Sato, Akinori
    Yorimitsu, Hideki
    Oshima, Koichiro
    BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 2010, 31 (03) : 570 - 576
  • [6] Synthesis of 6-imino-5-tetrahydro-1H-2-pyrrolylidenhexahydro-2,4-pyrimidinediones as intermediates for the synthesis of C-azanucleosides
    Martirosyan, Ashot
    Tamazyan, Rafael
    Gasparyan, Sahak
    Alexanyan, Marina
    Panosyan, Henry
    Martirosyan, Vahan
    Schinazi, Raymond
    TETRAHEDRON LETTERS, 2010, 51 (02) : 231 - 233
  • [7] (1-ALKENYL)PHOSPHONOUS DERIVATIVES .3. ALKYL HYDROGEN STYRYPHOSPHONITES
    LEVIN, YA
    GALEEV, VS
    JOURNAL OF GENERAL CHEMISTRY USSR, 1967, 37 (12): : 2604 - &
  • [8] FACILE SYNTHESES OF 2,4-DIHYDROXYBENZOPHENONE DERIVATIVES WITH POLYMERIZABLE VINYL GROUPS
    KAMOGAWA, H
    NANASAWA, M
    UEHARA, Y
    JOURNAL OF POLYMER SCIENCE PART C-POLYMER LETTERS, 1977, 15 (11) : 675 - 677
  • [9] 3 ISOMERIC 1,3-DIMETHYL-5-(DIHYDROPYRAN-2'-YL)-2,4-PYRIMIDINEDIONES - PALLADIUM-CATALYZED SYNTHESIS AND SPECTROMETRIC PROPERTIES
    ARAI, I
    DAVES, GD
    JOURNAL OF ORGANIC CHEMISTRY, 1978, 43 (21): : 4110 - 4112
  • [10] ALKENYLCOPPER DERIVATIVES .27. SYNTHESIS OF 1-ALKENYL THIOETHERS BY CLEAVAGE OF DISULFIDES WITH 1-ALKENYL-COPPER REAGENTS
    ALEXAKIS, A
    NORMANT, JF
    SYNTHESIS-STUTTGART, 1985, (01): : 72 - 74
12345