Header menu link for other important links
X
Enantio- & chemo-selective preparation of enantiomerically enriched aliphatic nitro alcohols using Candida parapsilosis ATCC 7330
Published in Royal Society of Chemistry
2015
Volume: 5
   
Issue: 90
Pages: 73807 - 73813
Abstract
Enantiomerically pure β- and γ-nitro alcohols were prepared from their respective nitro ketones by asymmetric reduction mediated by the biocatalyst, Candida parapsilosis ATCC 7330 under optimized reaction conditions (ee up to >99%; yields up to 76%). This biocatalyst exhibits high chemoselectivity and reduces the keto group in preference to nitro group along with good enantioselectivity to produce enantiomerically enriched nitro alkanols. The asymmetric reduction of aliphatic nitro ketones was carried out in water with ethanol as cosolvent and glucose as cosubstrate using the whole cells of Candida parapsilosis ATCC 7330 in much lesser time (4 h). For the first time, the biocatalytic asymmetric reduction of the following ketones is reported here: 1-nitro-butan-2-one, 1-nitro-pentan-2-one, 3-methyl-1-nitro-butan-2-one and 1-cyclohexyl-2-nitroethanone to produce (R)-alcohols [ee up to 79%, yield up to 74%] and 1-nitro-hexan-2-one and 1-nitro-heptan-2-one to produce (S)-alcohols [ee up to 81%, yield up to 76%]. © The Royal Society of Chemistry.
About the journal
JournalData powered by TypesetRSC Advances
PublisherData powered by TypesetRoyal Society of Chemistry
ISSN20462069
Open AccessNo
Concepts (13)
  •  related image
    Biocatalysts
  •  related image
    Enantiomers
  •  related image
    Ketones
  •  related image
    Yeast
  •  related image
    Asymmetric reduction
  •  related image
    CANDIDA PARAPSILOSIS
  •  related image
    Chemo-selectivity
  •  related image
    Chemoselective
  •  related image
    CO-SUBSTRATE
  •  related image
    Keto groups
  •  related image
    Nitro group
  •  related image
    OPTIMIZED REACTION CONDITIONS
  •  related image
    Candida