Selective Protection of Secondary Amines as the N-Phenyltriazenes. Application to Aminoglycoside Antibiotics
Publication type: Journal Article
Publication date: 2015-08-04
scimago Q1
wos Q1
SJR: 1.235
CiteScore: 8.7
Impact factor: 5.0
ISSN: 15237060, 15237052
PubMed ID:
26294060
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
Selective protection of secondary amines as triazenes in the presence of multiple primary amines is demonstrated, with subsequent protection of the primary amines as either azides or carbamates in the same pot. Aminoglycoside antibiotic examples reveal broad functional group compatibility. The triazene group is removed with trifluoroacetic acid and, because of the low barrier to rotation, affords sharp (1)H NMR spectra at room temperature.
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12
Total citations:
12
Citations from 2025:
1
(8.33%)
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GOST
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Sonousi A., Crich D. Selective Protection of Secondary Amines as the N-Phenyltriazenes. Application to Aminoglycoside Antibiotics // Organic Letters. 2015. Vol. 17. No. 16. pp. 4006-4009.
GOST all authors (up to 50)
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Sonousi A., Crich D. Selective Protection of Secondary Amines as the N-Phenyltriazenes. Application to Aminoglycoside Antibiotics // Organic Letters. 2015. Vol. 17. No. 16. pp. 4006-4009.
Cite this
RIS
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TY - JOUR
DO - 10.1021/acs.orglett.5b01902
UR - https://doi.org/10.1021/acs.orglett.5b01902
TI - Selective Protection of Secondary Amines as the N-Phenyltriazenes. Application to Aminoglycoside Antibiotics
T2 - Organic Letters
AU - Sonousi, Amr
AU - Crich, David
PY - 2015
DA - 2015/08/04
PB - American Chemical Society (ACS)
SP - 4006-4009
IS - 16
VL - 17
PMID - 26294060
SN - 1523-7060
SN - 1523-7052
ER -
Cite this
BibTex (up to 50 authors)
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@article{2015_Sonousi,
author = {Amr Sonousi and David Crich},
title = {Selective Protection of Secondary Amines as the N-Phenyltriazenes. Application to Aminoglycoside Antibiotics},
journal = {Organic Letters},
year = {2015},
volume = {17},
publisher = {American Chemical Society (ACS)},
month = {aug},
url = {https://doi.org/10.1021/acs.orglett.5b01902},
number = {16},
pages = {4006--4009},
doi = {10.1021/acs.orglett.5b01902}
}
Cite this
MLA
Copy
Sonousi, Amr, and David Crich. “Selective Protection of Secondary Amines as the N-Phenyltriazenes. Application to Aminoglycoside Antibiotics.” Organic Letters, vol. 17, no. 16, Aug. 2015, pp. 4006-4009. https://doi.org/10.1021/acs.orglett.5b01902.