Practical, Stereoselective Synthesis of Palinavir, a Potent HIV Protease Inhibitor
Pierre L Beaulieu
1
,
Pierre Lavallée
1
,
Abraham
1
,
Paul C. Anderson
1
,
Colette Boucher
1
,
YVES BOUSQUET
1
,
Jean-Simon Duceppe
1
,
James Gillard
1
,
Vida Gorys
1
,
Chantal Grand-Maître
1
,
Louis Grenier
1
,
Yvan Guindon
1
,
Ingrid Guse
1
,
Louis Plamondon
1
,
François Soucy
1
,
Serge Valois
1
,
Dominik Wernic
1
,
Christiane Yoakim
1
1
Bio-Méga Research Division, Boehringer Ingelheim (Canada) Ltd., 2100 Cunard Street, Laval (Québec), Canada, H7S 2G5
|
Publication type: Journal Article
Publication date: 1997-05-01
scimago Q2
wos Q1
SJR: 0.737
CiteScore: 6.1
Impact factor: 3.6
ISSN: 00223263, 15206904
Organic Chemistry
Abstract
Palinavir is a potent peptidomimetic-based HIV protease inhibitor. We have developed a highly convergent and stereoselective synthesis which is amenable to the preparation of multikilogram quantities of this compound. The synthetic sequence proceeds in 24 distinct chemical steps (with several integrated, multistep operations) from commercially available starting materials. No chromatographies are required throughout the process, and the final product is purified by crystallization of its dihydrochloride salt to >99% homogeneity.
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Total citations:
66
Citations from 2024:
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GOST
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Beaulieu P. L. et al. Practical, Stereoselective Synthesis of Palinavir, a Potent HIV Protease Inhibitor // Journal of Organic Chemistry. 1997. Vol. 62. No. 11. pp. 3440-3448.
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Beaulieu P. L., Lavallée P., Abraham, Anderson P. C., Boucher C., BOUSQUET Y., Duceppe J., Gillard J., Gorys V., Grand-Maître C., Grenier L., Guindon Y., Guse I., Plamondon L., Soucy F., Valois S., Wernic D., Yoakim C. Practical, Stereoselective Synthesis of Palinavir, a Potent HIV Protease Inhibitor // Journal of Organic Chemistry. 1997. Vol. 62. No. 11. pp. 3440-3448.
Cite this
RIS
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TY - JOUR
DO - 10.1021/jo9702655
UR - https://doi.org/10.1021/jo9702655
TI - Practical, Stereoselective Synthesis of Palinavir, a Potent HIV Protease Inhibitor
T2 - Journal of Organic Chemistry
AU - Beaulieu, Pierre L
AU - Lavallée, Pierre
AU - Abraham
AU - Anderson, Paul C.
AU - Boucher, Colette
AU - BOUSQUET, YVES
AU - Duceppe, Jean-Simon
AU - Gillard, James
AU - Gorys, Vida
AU - Grand-Maître, Chantal
AU - Grenier, Louis
AU - Guindon, Yvan
AU - Guse, Ingrid
AU - Plamondon, Louis
AU - Soucy, François
AU - Valois, Serge
AU - Wernic, Dominik
AU - Yoakim, Christiane
PY - 1997
DA - 1997/05/01
PB - American Chemical Society (ACS)
SP - 3440-3448
IS - 11
VL - 62
SN - 0022-3263
SN - 1520-6904
ER -
Cite this
BibTex (up to 50 authors)
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@article{1997_Beaulieu,
author = {Pierre L Beaulieu and Pierre Lavallée and Abraham and Paul C. Anderson and Colette Boucher and YVES BOUSQUET and Jean-Simon Duceppe and James Gillard and Vida Gorys and Chantal Grand-Maître and Louis Grenier and Yvan Guindon and Ingrid Guse and Louis Plamondon and François Soucy and Serge Valois and Dominik Wernic and Christiane Yoakim},
title = {Practical, Stereoselective Synthesis of Palinavir, a Potent HIV Protease Inhibitor},
journal = {Journal of Organic Chemistry},
year = {1997},
volume = {62},
publisher = {American Chemical Society (ACS)},
month = {may},
url = {https://doi.org/10.1021/jo9702655},
number = {11},
pages = {3440--3448},
doi = {10.1021/jo9702655}
}
Cite this
MLA
Copy
Beaulieu, Pierre L., et al. “Practical, Stereoselective Synthesis of Palinavir, a Potent HIV Protease Inhibitor.” Journal of Organic Chemistry, vol. 62, no. 11, May. 1997, pp. 3440-3448. https://doi.org/10.1021/jo9702655.