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Volumn 21, Issue 12, 1980, Pages 1109-1112

Removal of n-benzyl-and n-benzyloxymethyl substituents from substituted uracils with boron tribromide

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Indexed keywords


EID: 0343749847     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(01)83926-5     Document Type: Article
Times cited : (26)

References (25)
  • 1
    • 84914214670 scopus 로고    scopus 로고
    • S.J. Hannon, N.G. Kundu, R.P. Hertzberg, R.S. Bhatt, and C. Heidelberger, Tetrahedron Letters, preceding communication.
  • 3
    • 0002159802 scopus 로고
    • Selective o-demethylation of ah aromatic methylether in the presence of an aromatic methylenedioxy group with trimethylisilyl iodide in quinoline
    • (1978) Tetrahedron Letters , pp. 3085
    • Minawikawa1    Brossi2
  • 15
    • 84914214669 scopus 로고    scopus 로고
    • See compounds 11, 12, and 13 in the previous communication. The presence of unsaturated function at C-5 will exclude the use of catalytic hydrogenation to remove the N-benzyl groups.
  • 18
    • 84914214668 scopus 로고    scopus 로고
    • Compounds 17 and 19 (in preceding communication) and the related chloro-, bromo and iodo-compounds will be susceptible to elimination reactions under the basic conditions.
  • 21
    • 84914214667 scopus 로고    scopus 로고
    • All starting materials were synthesized according to procedure described in previous communication.
  • 23
    • 84914214666 scopus 로고    scopus 로고
    • 1,3-Dibenzyloxymethyl uracil and the corresponding 5-fluoro derivative have been first synthesized by Drs. Walter and A. Ghanbarpour, School of Pharmacy, University of Southern California, Los Angeles, California (Manuscript in press). We are grateful to them for suggesting the use of this blocking group and informing us of their methodology.
  • 24
    • 84914214665 scopus 로고    scopus 로고
    • Products were identified by comparing with authentic samples by mp, mmp, NMR and TLC studies.
  • 25
    • 84914214664 scopus 로고    scopus 로고
    • Formation of diphenyl methane was proved by NMR and mass spectral data.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.