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Volumn , Issue 5, 2005, Pages 765-768

A flexible, efficient synthesis of (±)-carbocyclic phosphonic acid nucleoside derivatives

Author keywords

Epoxide; Nucleosides; Phosphonic acids; Ribose analogues

Indexed keywords

EPOXIDE; NUCLEOSIDE DERIVATIVE; NUCLEOSIDE MONOPHOSPHATE KINASE; PHOSPHONIC ACID DERIVATIVE; RIBOSE;

EID: 20144389615     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2005-863745     Document Type: Article
Times cited : (8)

References (25)
  • 4
    • 0036231063 scopus 로고    scopus 로고
    • and references therein
    • See for example: el Kouni, M. H. Curr. Pharm. Des. 2002, 8, 581; and references therein.
    • (2002) Curr. Pharm. Des. , vol.8 , pp. 581
    • El Kouni, M.H.1
  • 8
    • 0036137190 scopus 로고    scopus 로고
    • For a recent review of ribose-modified nucleosides, see: Ichikawa, E.; Kato, K. Synthesis 2002, 1.
    • (2002) Synthesis , pp. 1
    • Ichikawa, E.1    Kato, K.2
  • 20
    • 15944403033 scopus 로고    scopus 로고
    • note
    • Assumed to be the diastereoisomer shown by direct analogy to literature reports for such π-allyl Pd-mediated base attachments.7.
  • 21
    • 15944400869 scopus 로고    scopus 로고
    • note
    • Assignment of facial selectivity for the initial osmylation, and cis- and trans-diols was made by proton NMR methods (Figure 2), by firstly rigorously assigning each proton using COSY, followed by NOE experiments (vide infra). (Diagram presented) Figure 2 NOE assignments for the cis-diol 27 and the trans-diol 30.
  • 22
    • 15944379071 scopus 로고    scopus 로고
    • note
    • +. Chemical purity by HPLC, Synergy
  • 23
    • 15944397128 scopus 로고    scopus 로고
    • note
    • 4, pH7, 96.97% (261 nm).
  • 24
    • 15944390430 scopus 로고    scopus 로고
    • note
    • 3): δ = 0.06 (s, 6 H), 0.85 (s, 9 H), 1.49 (dt, 1 H), 2.02 (s, 3 H), 2.39 (dt, 1 H), 2.80 (m, 1 H), 3.52 (d, 2 H), 5.62 (m, 1 H), 5.84 (m, 1 H), 6.02 (m, 1 H).
  • 25
    • 15944374534 scopus 로고    scopus 로고
    • note
    • 4, pH 2.5, 97.82% (270 nm).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.