CAS: 116183-79-0; Toluene-4-Sulfonic Acid (S)-1-Benzyl-Pyrrolidin-3-Yl Ester

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(S)-N-benzyl-3-hydroxypyrrolidine p-toluenesulfonyl chloride 1-benzyl-3-pyrrolidinol rac-N-benzyl-3-pyrrolidinyl acetate (3R)-1-(phenylmethyl)pyrrolidin-3-ol Acetate (3R)-3-azido-1-(phenylmethyl)pyrrolidine ((R)-1-benzylpyrrolidin-3-yl)dimethylamine (3R)-1-benzyl-N-methylpyrrolidin-3-amine

📜N-苄基-3-吡咯烷醇置于吡啶,三乙烯二胺,Bacillus Licheniformis Protease Alcalase体系中,用 Aq. Phosphate Buffer,甲基叔丁基醚 用作溶剂,化学反应 15.0H,反应生成(S)-N-苄基吡咯-3-甲醇对甲苯磺酸酯
参考文献:Preparation Of Enantiomerically Pure N-Heterocyclic Amino Alcohols By Enzymatic Kinetic Resolution
标题:Preparation Of Enantiomerically Pure N-Heterocyclic Amino Alcohols By Enzymatic Kinetic Resolution
摘要:The Synthesis Of Both Enantiomers Of N-Benzyl-3-Hydroxypyrrolidine And N-Benzyl-3-Hydroxypiperidine Via Enzymatic Kinetic Resolution Of The Corresponding Racemic Esters Is Described. Various Commercially Available Hydrolases Were Studied As Biocatalysts In Native And Immobilized Form. The Best Results Were Obtained With Lipases Ps,Ak,Cal-B And With Protease Alcalase,Which Were Active And Selective For The Kinetic Resolutions Of Racemic Esters (E > 100). Under Optimized Reaction Conditions,Highly Enantiomerically Enriched (Up To 99.5% Ee) Resolution Products Were Obtained. Lipase And Protease Showed Opposite Enantiopreference On The Esters,Allowing The Preparation Of Both Enantiomers Of The Target Compounds. Semi-Continuous Reactions In Column Reactors With Immobilized Biocatalysts Were Also Performed With High Enantioselectivities. Inversion Of The Configuration At C(3) Of N-Benzyl-3-Hydroxypyrrolidine Was Quantitatively Effected In A Short Number Of Steps. (C) 2015 Elsevier Ltd. All Rights Reserved.
Doi:10.1016/j.Tetasy.2015.04.009