An Economical Route to Lamivudine Featuring a Novel Strategy for Stereospecific Assembly
Publication type: Journal Article
Publication date: 2020-04-07
scimago Q1
wos Q1
SJR: 0.865
CiteScore: 5.4
Impact factor: 3.5
ISSN: 10836160, 1520586X
PubMed ID:
32587454
Organic Chemistry
Physical and Theoretical Chemistry
Abstract
An economical synthesis of lamivudine was developed by employing a new method to establish the stereochemistry about the heterocyclic oxathiolane ring. Toward this end, an inexpensive and readily accessible lactic acid derivative served the dual purpose of activating the carbohydrate's anomeric center for N-glycosylation and transferring stereochemical information to the substrate simultaneously. Both enantiomers of the lactic acid derivative are available, and either β-enantiomer in this challenging class of 2'-deoxynucleoside active pharmaceutical ingredients can be formed.
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15
Total citations:
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Citations from 2024:
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(26.67%)
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GOST
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Snead D. R. et al. An Economical Route to Lamivudine Featuring a Novel Strategy for Stereospecific Assembly // Organic Process Research and Development. 2020. Vol. 24. No. 6. pp. 1194-1198.
GOST all authors (up to 50)
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Snead D. R., McQuade D. T., Ahmad S., Krack R., Stringham R. W., Burns J. M., Abdiaj I., Gopalsamuthiram V., Nelson R. C., Gupton B. F. An Economical Route to Lamivudine Featuring a Novel Strategy for Stereospecific Assembly // Organic Process Research and Development. 2020. Vol. 24. No. 6. pp. 1194-1198.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1021/acs.oprd.0c00083
UR - https://doi.org/10.1021/acs.oprd.0c00083
TI - An Economical Route to Lamivudine Featuring a Novel Strategy for Stereospecific Assembly
T2 - Organic Process Research and Development
AU - Snead, David R.
AU - McQuade, D. Tyler
AU - Ahmad, Saeed
AU - Krack, Rudy
AU - Stringham, Rodger W.
AU - Burns, Justina M
AU - Abdiaj, Irini
AU - Gopalsamuthiram, Vijayagopal
AU - Nelson, Ryan C
AU - Gupton, B Frank
PY - 2020
DA - 2020/04/07
PB - American Chemical Society (ACS)
SP - 1194-1198
IS - 6
VL - 24
PMID - 32587454
SN - 1083-6160
SN - 1520-586X
ER -
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BibTex (up to 50 authors)
Copy
@article{2020_Snead,
author = {David R. Snead and D. Tyler McQuade and Saeed Ahmad and Rudy Krack and Rodger W. Stringham and Justina M Burns and Irini Abdiaj and Vijayagopal Gopalsamuthiram and Ryan C Nelson and B Frank Gupton},
title = {An Economical Route to Lamivudine Featuring a Novel Strategy for Stereospecific Assembly},
journal = {Organic Process Research and Development},
year = {2020},
volume = {24},
publisher = {American Chemical Society (ACS)},
month = {apr},
url = {https://doi.org/10.1021/acs.oprd.0c00083},
number = {6},
pages = {1194--1198},
doi = {10.1021/acs.oprd.0c00083}
}
Cite this
MLA
Copy
Snead, David R., et al. “An Economical Route to Lamivudine Featuring a Novel Strategy for Stereospecific Assembly.” Organic Process Research and Development, vol. 24, no. 6, Apr. 2020, pp. 1194-1198. https://doi.org/10.1021/acs.oprd.0c00083.