Commercially Available 5‘-DMT Phosphoramidites as Reagents for the Synthesis of Vinylphosphonate-Linked Oligonucleic Acids
Тип публикации: Journal Article
Дата публикации: 2001-09-25
scimago Q1
wos Q1
БС1
SJR: 1.235
CiteScore: 8.7
Impact factor: 5
ISSN: 15237060, 15237052
PubMed ID:
11594835
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Краткое описание
Commercially available cyanoethyl phosphoramidites derived from T, d(C), d(A), and d(G) were hydrolyzed (1H-tetrazole, MeCN/H2O) to give the corresponding H-phosphonates in excellent yields. Palladium(0)-catalyzed cross-coupling of each of these with the thymidine-derived vinylbromide 2 afforded the corresponding vinylphosphonate-linked dimers T*T, d(C)*T, d(A)*T, and d(G)*T in modest to good yields. The T*T dimer was further elaborated to give a 5‘-DMT-T*T-3‘-CEP building block, and this was used in the automated synthesis of the TpT*TpT tetramer.
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Abbas S., Bertram R. D., Hayes C. Commercially Available 5‘-DMT Phosphoramidites as Reagents for the Synthesis of Vinylphosphonate-Linked Oligonucleic Acids // Organic Letters. 2001. Vol. 3. No. 21. pp. 3365-3367.
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Abbas S., Bertram R. D., Hayes C. Commercially Available 5‘-DMT Phosphoramidites as Reagents for the Synthesis of Vinylphosphonate-Linked Oligonucleic Acids // Organic Letters. 2001. Vol. 3. No. 21. pp. 3365-3367.
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RIS
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TY - JOUR
DO - 10.1021/ol0166045
UR - https://doi.org/10.1021/ol0166045
TI - Commercially Available 5‘-DMT Phosphoramidites as Reagents for the Synthesis of Vinylphosphonate-Linked Oligonucleic Acids
T2 - Organic Letters
AU - Abbas, Sahar
AU - Bertram, Richard D
AU - Hayes, Christopher
PY - 2001
DA - 2001/09/25
PB - American Chemical Society (ACS)
SP - 3365-3367
IS - 21
VL - 3
PMID - 11594835
SN - 1523-7060
SN - 1523-7052
ER -
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BibTex (до 50 авторов)
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@article{2001_Abbas,
author = {Sahar Abbas and Richard D Bertram and Christopher Hayes},
title = {Commercially Available 5‘-DMT Phosphoramidites as Reagents for the Synthesis of Vinylphosphonate-Linked Oligonucleic Acids},
journal = {Organic Letters},
year = {2001},
volume = {3},
publisher = {American Chemical Society (ACS)},
month = {sep},
url = {https://doi.org/10.1021/ol0166045},
number = {21},
pages = {3365--3367},
doi = {10.1021/ol0166045}
}
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MLA
Скопировать
Abbas, Sahar, et al. “Commercially Available 5‘-DMT Phosphoramidites as Reagents for the Synthesis of Vinylphosphonate-Linked Oligonucleic Acids.” Organic Letters, vol. 3, no. 21, Sep. 2001, pp. 3365-3367. https://doi.org/10.1021/ol0166045.