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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 11, 1981 - Issue 10
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Original Articles

Blocking-Deblocking of the NH-Functionality of Uracil and its Derivatives

Pages 787-794 | Published online: 05 Dec 2006

References

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  • The existing methods are not suitable for deblocking of N‐blocked 5‐halo substituted 5,6‐dihydrouracils and also of N‐blocked uracils with unsaturated functional groups at 5‐ or, 6‐ position
  • Kundu , N. G. , Hertzberg , R. P. and Hannon , S. J. 1980 . Tetrahedron Letters , 21 : 1109
  • Jung , M. E. and Lyster , M. A. 1978 . J. C. S. Chem. Comm. , : 315 and references cited therein
  • Formation of benzyl iodide was confirmed by NMR ΔCDCl3 4.5, s, 2H, CH2; 7. 32, m, 5H, aromatic‐H) and mass spectral data‐91 (C6H5‐CH2), 127 (iodine)
  • N1, N3‐dibenzyloxymethyl uracil, mp 58–60°C; N1‐benzyloxy‐methyl uracil, mp 135–136°C; N1‐benzyloxy methyl thymine, mp 114–116°C; N1, N3‐dibenzyloxymethyl‐5‐fluorouracil, mp 79°C; other compounds were obtained as oils. All new compounds had spectral data consistent with assigned structures
  • Products were identified by comparing with authentic samples by mp, NMR, mass spectra and TLC studies

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