volume 2 issue 5 pages 665

Synthesis and full characterisation of 6-chloro-2-iodopurine, a template for the functionalisation of purines

Publication typeJournal Article
Publication date2004-02-25
scimago Q2
wos Q2
SJR0.600
CiteScore5.2
Impact factor2.7
ISSN14770520, 14770539
PubMed ID:  14985806
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
A simple and efficient synthesis of 6-chloro-2-iodopurine from hypoxanthine has been achieved. This strategy relied on a regiospecific lithiation/quenching sequence of 6-chloro-9-(tetrahydropyran-2-yl)purine using Harpoon's base and tributyltin chloride. HMBC NMR studies on the product and intermediates confirmed the regioselectivity of this methodology. The molecular structures of the final dihalogenopurine and its 9-protected precursor were determined by single crystal X-ray diffraction.
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GOST |
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GOST Copy
Taddei D. et al. Synthesis and full characterisation of 6-chloro-2-iodopurine, a template for the functionalisation of purines // Organic and Biomolecular Chemistry. 2004. Vol. 2. No. 5. p. 665.
GOST all authors (up to 50) Copy
Taddei D., Kilián P., Slawin A. M. Z., Woollins J. D. Synthesis and full characterisation of 6-chloro-2-iodopurine, a template for the functionalisation of purines // Organic and Biomolecular Chemistry. 2004. Vol. 2. No. 5. p. 665.
RIS |
Cite this
RIS Copy
TY - JOUR
DO - 10.1039/b312629c
UR - https://doi.org/10.1039/b312629c
TI - Synthesis and full characterisation of 6-chloro-2-iodopurine, a template for the functionalisation of purines
T2 - Organic and Biomolecular Chemistry
AU - Taddei, David
AU - Kilián, Petr
AU - Slawin, Alexandra M. Z.
AU - Woollins, J. Derek
PY - 2004
DA - 2004/02/25
PB - Royal Society of Chemistry (RSC)
SP - 665
IS - 5
VL - 2
PMID - 14985806
SN - 1477-0520
SN - 1477-0539
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2004_Taddei,
author = {David Taddei and Petr Kilián and Alexandra M. Z. Slawin and J. Derek Woollins},
title = {Synthesis and full characterisation of 6-chloro-2-iodopurine, a template for the functionalisation of purines},
journal = {Organic and Biomolecular Chemistry},
year = {2004},
volume = {2},
publisher = {Royal Society of Chemistry (RSC)},
month = {feb},
url = {https://doi.org/10.1039/b312629c},
number = {5},
pages = {665},
doi = {10.1039/b312629c}
}
MLA
Cite this
MLA Copy
Taddei, David, et al. “Synthesis and full characterisation of 6-chloro-2-iodopurine, a template for the functionalisation of purines.” Organic and Biomolecular Chemistry, vol. 2, no. 5, Feb. 2004, p. 665. https://doi.org/10.1039/b312629c.