Hydrolase-mediated resolution of the hemiacetal in 2-chromanols: The impact of remote substitution
作者: Declan P. GavinAoife FoleyThomas S. MoodyU.B. Rao KhandavilliSimon E. LawrencePat O'NeillAnita R. Maguire
作者单位: 1Department of Chemistry, Analytical & Biological Research Facility, Synthesis and Solid State Pharmaceutical Centre, University College Cork, Cork, Ireland
2Almac, Department of Biocatalysis & Isotope Chemistry, 20 Seagoe Industrial Estate, Craigavon, BT63 5QD N. Ireland, UK
3Pfizer Global Process Development Centre, Loughbeg, Co., Cork, Ireland
4Department of Chemistry and School of Pharmacy, Analytical & Biological Research Facility, Synthesis and Solid State Pharmaceutical Centre, University College Cork, Cork, Ireland
刊名: Tetrahedron: Asymmetry, 2017, Vol.28 (4), pp.577-585
来源数据库: Elsevier Journal
DOI: 10.1016/j.tetasy.2017.04.001
英文摘要: Abstract(#br)Hydrolase-catalysed dynamic kinetic resolutions of chroman-2-ol and 3-methyl chroman-2-ol can be effected with up to 88% conversion and 92% ee through the use of organic solvents. Extension to the resolution of the tolterodine precursor 1 proved more challenging. The presence of the remote phenyl substituent had a significant impact on the resolution and it was not possible to achieve high enantioselectivity together with efficient conversion from the focussed panel of enzymes screened.
全文获取路径: Elsevier  (合作)
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影响因子:2.115 (2012)

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关键词翻译
关键词翻译
  • hemiacetal 半缩醛
  • substitution 同位素置换
  • remote 遥控的
  • impact 冲击碰撞
  • resolution 分解能力