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Volumn 16, Issue 4, 1997, Pages 417-432

Diastereoselective synthesis of 2′-deoxy and 2′-o-methyl dinucleoside (3′, 5')-methylphosphonates via alkoxymagnesium chloride-mediated nucleoside coupling

Author keywords

[No Author keywords available]

Indexed keywords

1,1,1,3,3,3 HEXAFLUORO 2 PROPYL NUCLEOSIDE 3' O METHYLPHOSPHONATE; DINUCLEOSIDE METHYLPHOSPHONATE; MAGNESIUM CHLORIDE; NUCLEOTIDE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 0030913152     PISSN: 07328311     EISSN: None     Source Type: Journal    
DOI: 10.1080/07328319708001359     Document Type: Article
Times cited : (3)

References (34)
  • 1
    • 33745466317 scopus 로고
    • Oligodcoxyribonuclcotides. Antisense Inhibitors of Gene Expression; Cohen, J. S.; Ed.; MacMillan Press: London, 1989; Topics in Molecular and Structural Biology, Vol. 12.
    • (1989) Topics in Molecular and Structural Biology , vol.12
  • 22
    • 33745449747 scopus 로고    scopus 로고
    • To our knowledge this presented work constitutes the first report on diastereoselective 2′-O-Methyl dinucleoside (3′, 5′)-methylphosphonate synthesis.
    • To our knowledge this presented work constitutes the first report on diastereoselective 2′-O-Methyl dinucleoside (3′, 5′)-methylphosphonate synthesis.
  • 23
    • 33745436426 scopus 로고    scopus 로고
    • The appropriately protected nucleoside methylphosphonamidite synthons are commercially available from American Bionetics Inc. or from Glen Research Inc.
    • The appropriately protected nucleoside methylphosphonamidite synthons are commercially available from American Bionetics Inc. or from Glen Research Inc.
  • 27
    • 33745457155 scopus 로고    scopus 로고
    • 27. The diastereomer with greater Rf value in silica gel thin layer chromatography in the protected form obtained from the coupling reaction.
    • , vol.27
  • 28
    • 33745442719 scopus 로고    scopus 로고
    • These compounds were prepared by 5′-O-DMT protection followed by 3′-Ophosphitylation of heterocycle-protected 2'-O-methyl nucleoside monomers available from Monomer Sciences or Yamasa.
    • These compounds were prepared by 5′-O-DMT protection followed by 3′-Ophosphitylation of heterocycle-protected 2'-O-methyl nucleoside monomers available from Monomer Sciences or Yamasa.
  • 29
    • 33745432494 scopus 로고    scopus 로고
    • Resolution of these diastereomers was more difficult than in the 2′-deoxy series. IMPAX® silica gel from Dupont gave us best resolution and recovery of product.
    • Resolution of these diastereomers was more difficult than in the 2′-deoxy series. IMPAX® silica gel from Dupont gave us best resolution and recovery of product.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.