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
  • [11] Facile regiospecific syntheses of N-α,N-1(τ)-dialkyl-L-histidines
    Nayak, Surendra Kumar
    Monga, Vikramdeep
    Kaur, Navneet
    Jain, Rahul
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2007, 44 (06) : 1265 - 1269
  • [13] Synthesis and anti-HIV activity evaluation of 1-[alkenyl or alkynyl or alkyloxy)methyl]-5-alkyl-6-(1-naphthoyl)-2,4-pyrimidinediones as novel non-nucleoside HIV-1 reverse transcriptase inhibitors
    Ji, Lei
    Chen, Fen-Er
    Xie, Bin
    De Clercq, Erik
    Balzarini, Jan
    Pannecouque, Christophe
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2007, 42 (02) : 198 - 204
  • [14] Stereoselective hydrothiolation of alkynes catalyzed by cesium base: Facile access to (Z)-1-alkenyl sulfides
    Kondoh, A
    Takami, K
    Yorimitsu, H
    Oshima, K
    JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (16): : 6468 - 6473
  • [15] THE CHEMISTRY OF SULFINES .12. UNUSUALLY FACILE THIO-CLAISEN REARRANGEMENT OF 1-ALKENYL 2-ALKENYL SULFOXIDES - A NEW SULFINE SYNTHESIS
    BLOCK, E
    AHMAD, S
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (23) : 6731 - 6732
  • [16] AN ACTIVATED TRIFLUOROMETHYL GROUP AS A NOVEL SYNTHON FOR A SUBSTITUTED VINYL FUNCTION - FACILE SYNTHESIS OF 2(SUBSTITUTED 1-ALKENYL)ANILINES
    HOJJAT, M
    KISELYOV, AS
    STREKOWSKI, L
    SYNTHETIC COMMUNICATIONS, 1994, 24 (02) : 267 - 272
  • [17] Substituted vinyl barbituric acids IV Derivatives containing a primary 1-alkenyl group
    Cope, AC
    Hartung, WH
    Hancock, EM
    Crossley, FS
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1940, 62 : 1199 - 1201
  • [18] ORGANOTIN AND ORGANOLEAD DERIVATIVES OF N-(2,4-DINITROPHENYL)GLYCINE
    HUBER, F
    ROGE, G
    BARBIERI, R
    DIBIANCA, F
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1982, 233 (02) : 185 - 192
  • [19] SYNTHESES AND HYPOGLYCEMIC ACTIVITY OF SOME DERIVATIVES OF N-(2-PYRAZOLINE-1-CARBAIMIDOYL)GUANIDINE
    BRZOZOWSKI, Z
    KAMINSKI, Z
    KOZAKIEWICZ, I
    ANGIELSKI, S
    ROGULSKI, J
    ACTA POLONIAE PHARMACEUTICA, 1979, 36 (04): : 401 - 410
  • [20] SYNTHESIS OF 1'-N-(3'-ALKENYL)-2(1H)-PYRIDONES
    JOSHI, RA
    RAVINDRANATHAN, T
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1984, 23 (03): : 260 - 262