Organic Process Research and Development p. 1461 - 1468 (2016)
Update date:2022-08-10
Topics:
Sankareswaran, Srimurugan
Mannam, Madhavarao
Chakka, Veerababu
Mandapati, Srirami Reddy
Kumar, Pramod
A four-stage manufacturing route for the preparation of dolutegravir sodium (1) was assessed and optimized leading to a higher yielding, simpler and scalable process. Key improvements in the process include the development of mild workup procedure by selective derivatization of a difficult to remove a process impurity using tert-butyldimethylsilyl chloride. Metal-based hydrogenation-free O-debenzylation is optimized, and the critical isomeric impurity formed was identified and eliminated from the process by the establishment of a proper control strategy.
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Doi:10.1002/cctc.201800768
(2018)Doi:10.1007/s13738-017-1057-5
(2017)Doi:10.1016/j.ica.2004.07.017
(2005)Doi:10.1016/j.tetlet.2006.12.124
(2007)Doi:10.1021/ic701783f
(2008)Doi:10.1021/ja01374a050
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