Organic Process Research and Development, volume 20, issue 6, pages 1097-1103
Asymmetric Synthesis of Letermovir Using a Novel Phase-Transfer-Catalyzed Aza-Michael Reaction
Guy R Humphrey
1
,
Stephen M Dalby
1
,
Teresa Andreani
1
,
Bangping Xiang
1
,
Michael R Luzung
1
,
Zhiguo J Song
1
,
Michael Shevlin
1
,
Melodie Christensen
1
,
Kevin M. Belyk
1
,
David M. Tschaen
1
1
Department of Process Chemistry, Merck and Co., Inc.,
P.O. Box 2000, Rahway, New Jersey 07065, United States
|
Publication type: Journal Article
Publication date: 2016-05-13
Quartile SCImago
Q1
Quartile WOS
Q1
Impact factor: 3.4
ISSN: 10836160, 1520586X
Organic Chemistry
Physical and Theoretical Chemistry
Abstract
The development of a concise asymmetric synthesis of the antiviral development candidate letermovir is reported, proceeding in >60% yield over a total of seven steps from commercially available materials. Key to the effectiveness of this process is a novel cinchonidine-based PTC-catalyzed aza-Michael reaction to configure the single stereocenter.
Top-30
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1 publication, 2.22%
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1 publication, 2.22%
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1 publication, 2.22%
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1 publication, 2.22%
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1 publication, 2.22%
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3
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Citations by publishers
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2
4
6
8
10
12
14
16
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American Chemical Society (ACS)
15 publications, 33.33%
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Wiley
9 publications, 20%
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Royal Society of Chemistry (RSC)
6 publications, 13.33%
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Multidisciplinary Digital Publishing Institute (MDPI)
5 publications, 11.11%
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Elsevier
2 publications, 4.44%
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Beilstein-Institut
1 publication, 2.22%
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Bentham Science
1 publication, 2.22%
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Springer Nature
1 publication, 2.22%
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Thieme
1 publication, 2.22%
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Walter de Gruyter
1 publication, 2.22%
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2
4
6
8
10
12
14
16
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- We do not take into account publications without a DOI.
- Statistics recalculated only for publications connected to researchers, organizations and labs registered on the platform.
- Statistics recalculated weekly.
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GOST
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Humphrey G. R. et al. Asymmetric Synthesis of Letermovir Using a Novel Phase-Transfer-Catalyzed Aza-Michael Reaction // Organic Process Research and Development. 2016. Vol. 20. No. 6. pp. 1097-1103.
GOST all authors (up to 50)
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Humphrey G. R., Dalby S. M., Andreani T., Xiang B., Luzung M. R., Song Z. J., Shevlin M., Christensen M., Belyk K. M., Tschaen D. M. Asymmetric Synthesis of Letermovir Using a Novel Phase-Transfer-Catalyzed Aza-Michael Reaction // Organic Process Research and Development. 2016. Vol. 20. No. 6. pp. 1097-1103.
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TY - JOUR
DO - 10.1021/acs.oprd.6b00076
UR - https://doi.org/10.1021/acs.oprd.6b00076
TI - Asymmetric Synthesis of Letermovir Using a Novel Phase-Transfer-Catalyzed Aza-Michael Reaction
T2 - Organic Process Research and Development
AU - Dalby, Stephen M
AU - Andreani, Teresa
AU - Xiang, Bangping
AU - Belyk, Kevin M.
AU - Tschaen, David M.
AU - Humphrey, Guy R
AU - Luzung, Michael R
AU - Song, Zhiguo J
AU - Shevlin, Michael
AU - Christensen, Melodie
PY - 2016
DA - 2016/05/13 00:00:00
PB - American Chemical Society (ACS)
SP - 1097-1103
IS - 6
VL - 20
SN - 1083-6160
SN - 1520-586X
ER -
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@article{2016_Humphrey,
author = {Stephen M Dalby and Teresa Andreani and Bangping Xiang and Kevin M. Belyk and David M. Tschaen and Guy R Humphrey and Michael R Luzung and Zhiguo J Song and Michael Shevlin and Melodie Christensen},
title = {Asymmetric Synthesis of Letermovir Using a Novel Phase-Transfer-Catalyzed Aza-Michael Reaction},
journal = {Organic Process Research and Development},
year = {2016},
volume = {20},
publisher = {American Chemical Society (ACS)},
month = {may},
url = {https://doi.org/10.1021/acs.oprd.6b00076},
number = {6},
pages = {1097--1103},
doi = {10.1021/acs.oprd.6b00076}
}
Cite this
MLA
Copy
Humphrey, Guy R., et al. “Asymmetric Synthesis of Letermovir Using a Novel Phase-Transfer-Catalyzed Aza-Michael Reaction.” Organic Process Research and Development, vol. 20, no. 6, May. 2016, pp. 1097-1103. https://doi.org/10.1021/acs.oprd.6b00076.