1,2-diacetylconduritol E, (±)-1, through complementary use of Mucor miehei (Lipozyme® IM) and Candida cylindracea lipases, affords (1S)-1,2-diacetylconduritol E, (+)-1, (1R)-1,2-diacetylconduritol E, (-)-1, (1S)-1,2,4-triacetylconduritol E, (+)-2, (1R)-1,2,4-triacetylconduritol E, (-)-2, with high enantiomeric excesses and chemical yields. Following two different methods, diester (+)-1 has been transformed into azidoinositol (-)-4 to give 1L-4-amino-4-deoxy-chiro-inositol, whereas triester (-)-2 furnished the azidoinositol (+)-13, easily converted into 1L-4-amino-4-deoxy-myo-inositol.

Convenient access to both enantiomers of new azido- and aminoinositols via a chemoenzymatic route

Sanfilippo;Claudia;Patti;Angela;Nicolosi;Giovanni
1998

Abstract

1,2-diacetylconduritol E, (±)-1, through complementary use of Mucor miehei (Lipozyme® IM) and Candida cylindracea lipases, affords (1S)-1,2-diacetylconduritol E, (+)-1, (1R)-1,2-diacetylconduritol E, (-)-1, (1S)-1,2,4-triacetylconduritol E, (+)-2, (1R)-1,2,4-triacetylconduritol E, (-)-2, with high enantiomeric excesses and chemical yields. Following two different methods, diester (+)-1 has been transformed into azidoinositol (-)-4 to give 1L-4-amino-4-deoxy-chiro-inositol, whereas triester (-)-2 furnished the azidoinositol (+)-13, easily converted into 1L-4-amino-4-deoxy-myo-inositol.
1998
Istituto di Chimica Biomolecolare - ICB - Sede Pozzuoli
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/20.500.14243/203353
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