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A Next Generation Synthesis of BACE1 Inhibitor Verubecestat (MK-8931).

Authors :
Thaisrivongs DA
Morris WJ
Tan L
Song ZJ
Lyons TW
Waldman JH
Naber JR
Chen W
Chen L
Zhang B
Yang J
Source :
Organic letters [Org Lett] 2018 Mar 16; Vol. 20 (6), pp. 1568-1571. Date of Electronic Publication: 2018 Feb 26.
Publication Year :
2018

Abstract

The development of a commercial manufacturing route to verubecestat (MK-8931) is described, highlights of which include the application of a continuous processing step to outcompete fast proton transfer in a Mannich-type ketimine addition, a copper-catalyzed amidation reaction, and an optimized guanidinylation procedure to form the key iminothiadiazine dioxide core.

Details

Language :
English
ISSN :
1523-7052
Volume :
20
Issue :
6
Database :
MEDLINE
Journal :
Organic letters
Publication Type :
Academic Journal
Accession number :
29481097
Full Text :
https://doi.org/10.1021/acs.orglett.8b00259