Highly regioselective synthesis of undecylenic acid esters of purine nucleosides catalyzed by Candida antarctica lipase B

2011 ◽  
Vol 33 (11) ◽  
pp. 2233-2240 ◽  
Author(s):  
Wen-Li Gao ◽  
Ning Li ◽  
Min-Hua Zong
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P.B. Juhl ◽  
K. Doderer ◽  
F. Hollmann ◽  
O. Thum ◽  
J. Pleiss

2007 ◽  
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Shanthi G. Parkar ◽  
Jingli Zhang ◽  
Roger A. Stanley ◽  
Dwayne J. Jensen ◽  
...  

1999 ◽  
Vol 10 (13) ◽  
pp. 2573-2581 ◽  
Author(s):  
Szilvia Gedey ◽  
Arto Liljeblad ◽  
Ferenc Fülöp ◽  
Liisa T. Kanerva

2018 ◽  
Vol 129 ◽  
pp. 12-24 ◽  
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Nathalia Saraiva Rios ◽  
Maisa Pessoa Pinheiro ◽  
Magno Luís Bezerra Lima ◽  
Denise Maria Guimarães Freire ◽  
Ivanildo José da Silva ◽  
...  

2002 ◽  
Vol 80 (6) ◽  
pp. 565-570 ◽  
Author(s):  
Szilvia Gedey ◽  
Arto Liljeblad ◽  
László Lázár ◽  
Ferenc Fülöp ◽  
Liisa T Kanerva

The Candida antarctica lipase B-catalyzed reactions of five β-amino esters with neat butyl butanoate and with 2,2,2-trifluoroethyl butanoate in diisopropyl ether were studied, as were the reactions of the same β-amino esters and their N-butanamides with neat butanol. The possibility for sequential resolution, where the amino and ester functions of the substrate both react with an achiral butanoate, became less likely with increasing size of the substrate from ethyl 3-aminobutanoate (1a) to pentanoate (1b) or larger. On the other hand, the alcoholyses of N-acylated β-amino esters successfully proceeded in butanol with E > 100. Gram-scale resolution of the N-butanoylated 1a was performed to demonstrate the usefulness of the method. Key words: lipase, interesterification, acylation, alcoholysis, resolution, β-amino esters.


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