Synthesis of propane-2,3-diol combinatorial monomers

被引:27
作者
Acevedo, OL
Andrews, RS
机构
[1] Isis Pharmaceutical, Carlsbad, CA 92008
关键词
D O I
10.1016/0040-4039(96)00745-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Base catalyzed reaction of heterocyclic bases with R-(+)-glycidol gives heteroarylpropane-2,3-diols which are functionalized to the 3-O-dimethoxytrityl-2-O-phosphoramidites. A dimethoxytrityl-glycidol is reacted with alkyl or aryl Grignard reagents and then phosphitylated to yield 1-O-dimethoxytrityl-2-phosphoramidites. These compounds can be used for combinatorial oligomer synthesis. (C) 1996 Elsevier Science Ltd
引用
收藏
页码:3931 / 3934
页数:4
相关论文
共 14 条
  • [1] SELECTION OF SINGLE-STRANDED-DNA MOLECULES THAT BIND AND INHIBIT HUMAN THROMBIN
    BOCK, LC
    GRIFFIN, LC
    LATHAM, JA
    VERMAAS, EH
    TOOLE, JJ
    [J]. NATURE, 1992, 355 (6360) : 564 - 566
  • [2] SELECTION OF HIGH-AFFINITY RNA LIGANDS TO REVERSE-TRANSCRIPTASE - INHIBITION OF CDNA SYNTHESIS AND RNASE-H ACTIVITY
    CHEN, H
    GOLD, L
    [J]. BIOCHEMISTRY, 1994, 33 (29) : 8746 - 8756
  • [3] NEW URIDINE DERIVATIVES FOR SYSTEMATIC EVOLUTION OF RNA LIGANDS BY EXPONENTIAL ENRICHMENT
    DEWEY, TM
    MUNDT, AA
    CROUCH, GJ
    ZYZNIEWSKI, MC
    EATON, BE
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (32) : 8474 - 8475
  • [4] RATIONAL SCREENING OF OLIGONUCLEOTIDE COMBINATORIAL LIBRARIES FOR DRUG DISCOVERY
    ECKER, DJ
    VICKERS, TA
    HANECAK, R
    DRIVER, V
    ANDERSON, K
    [J]. NUCLEIC ACIDS RESEARCH, 1993, 21 (08) : 1853 - 1856
  • [5] INVITRO SELECTION OF RNA MOLECULES THAT BIND SPECIFIC LIGANDS
    ELLINGTON, AD
    SZOSTAK, JW
    [J]. NATURE, 1990, 346 (6287) : 818 - 822
  • [6] SYNTHESIS OF N-SUBSTITUTED HYDROXYPROLINOL PHOSPHORAMIDITES FOR THE PREPARATION OF COMBINATORIAL LIBRARIES
    HEBERT, N
    DAVIS, PW
    DEBAETS, EL
    ACEVEDO, OL
    [J]. TETRAHEDRON LETTERS, 1994, 35 (51) : 9509 - 9512
  • [7] JONES RA, 1985, OLIGONUCLEOTIDE SYNT, pCH2
  • [8] EXPLORING MOLECULAR DIVERSITY WITH COMBINATORIAL SHAPE LIBRARIES
    KENAN, DJ
    TSAI, DE
    KEENE, JD
    [J]. TRENDS IN BIOCHEMICAL SCIENCES, 1994, 19 (02) : 57 - 64
  • [9] THE APPLICATION OF A MODIFIED NUCLEOTIDE IN APTAMER SELECTION - NOVEL THROMBIN APTAMERS CONTAINING 5-(1-PENTYNYL)-2'-DEOXYURIDINE
    LATHAM, JA
    JOHNSON, R
    TOOLE, JJ
    [J]. NUCLEIC ACIDS RESEARCH, 1994, 22 (14) : 2817 - 2822
  • [10] HIGH-AFFINITY SSDNA INHIBITORS OF THE REVERSE-TRANSCRIPTASE OF TYPE-1 HUMAN-IMMUNODEFICIENCY-VIRUS
    SCHNEIDER, DJ
    FEIGON, J
    HOSTOMSKY, Z
    GOLD, L
    [J]. BIOCHEMISTRY, 1995, 34 (29) : 9599 - 9610