Stereodivergent synthesis of the LFA-1 antagonist BIRT-377 by porcine liver esterase desymmetrization and Curtius rearrangement

2015 ◽  
Vol 13 (5) ◽  
pp. 1463-1469 ◽  
Author(s):  
Aaron Johnson ◽  
Matthew J. Saunders ◽  
Thomas G. Back

BIRT-377 was synthesized by enzymatic desymmetrization in conjunction with Curtius rearrangement, affording a key α-quaternary amine intermediate in high ee.

1988 ◽  
Vol 43 (10) ◽  
pp. 1355-1357 ◽  
Author(s):  
René Csuk ◽  
Brigitte I Glänzer

Abstract Several hydrolytic enzymes (porcine liver esterase, lipase from wheat germ type I, and the lipase from rhizopus javanicus) efficiently deacetylate laevoglucosane triacetate (2) with good regioselectivity into diacetylated laevoglucosane derivatives (3-5).


2018 ◽  
Vol 47 ◽  
pp. 178-185 ◽  
Author(s):  
Christine Höllerer ◽  
Günther Becker ◽  
Thomas Göen ◽  
Elisabeth Eckert

1995 ◽  
Vol 231 (1) ◽  
pp. 265-267 ◽  
Author(s):  
J. Zhou ◽  
R.J. Ain ◽  
C.M. Riley ◽  
R.L. Schowen

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