monoquaternary ammonium
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2021 ◽  
Vol 03 (04) ◽  
pp. e194-e199
Author(s):  
Liang Chen ◽  
Wei-Yuan Liu ◽  
Si-Ju Bi ◽  
Ting Zhou ◽  
Jing Pan ◽  
...  

A series of mono- or bis-quaternary ammonium salts derived from cinchonidine or quinine was synthesized and screened as potent phase-transfer catalysts for the reaction of aza-Michael cyclization, the key step in the synthesis of letermovir. During the reaction of aza-Michael cyclization, the screened monoquaternary ammonium salt quinine derivative Q1 transferred 7 to 8 with 91.9% yield and 58% ee. The application of Q1 was preferred, due to its enantioselectivity, the possibility of reuse, and the lower cost in large-scale preparation. Furthermore, the racemization condition of letermovir enantiomer was also explored for the possibility to develop the resolution/racemization process. With the optimal catalyst Q1 in hand, the synthesis of letermovir may be more convenient and economical in the future.


2020 ◽  
Vol 206 ◽  
pp. 112584 ◽  
Author(s):  
Ondrej Soukup ◽  
Marketa Benkova ◽  
Rafael Dolezal ◽  
Radek Sleha ◽  
David Malinak ◽  
...  

2008 ◽  
Vol 57 (2) ◽  
pp. 132-137 ◽  
Author(s):  
N. Bahamontes-Rosa ◽  
A. Robin ◽  
A.R. Ambrosio ◽  
I. Messias-Reason ◽  
E. Beitz ◽  
...  

1988 ◽  
Vol 22 (6) ◽  
pp. 452-456
Author(s):  
I. I. Bityukova ◽  
N. D. Igumnova ◽  
N. V. Klimova ◽  
V. M. Solov'ev ◽  
A. P. Skoldinov ◽  
...  

1981 ◽  
Vol 15 (9) ◽  
pp. 687-688
Author(s):  
N. S. Volkova ◽  
T. B. Primakova ◽  
S. D. Sokolov

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