A divergent chemoenzymatic route to an intermediate for nucleoside analogues.

Abstract:

:Two regioisomeric isoxazoline monoacetates 1 and 2 were synthesized from the corresponding diacetate 3 via PPL or PLE catalyzed hydrolysis. With both the enzymes, the initial regioselectivity (approximately 3-4:1) was offset by an intramolecular acyl transfer. In addition to a non-enzymatic catalysis for the acyl transfer, preliminary experiments do suggest a definite but minor role of enzyme for this intramolecular acyl transfer. Compounds 1 and 2 may serve as intermediates for nucleoside analogues.

journal_name

Bioorg Med Chem Lett

authors

Basak A,Bisai S

doi

10.1016/j.bmcl.2005.03.033

subject

Has Abstract

pub_date

2005-05-16 00:00:00

pages

2625-8

issue

10

eissn

0960-894X

issn

1464-3405

pii

S0960-894X(05)00339-2

journal_volume

15

pub_type

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