1333394-65-2

Upstream product

• 1333394-48-1 (2-(3,4-dichlorophenyl)-1,3-dithian-2-yl)(phenyl)methanol 
• 123-20-6 vinyl n-butyrate 
• 371-27-7 2,2,2-trifluoroethylbutyrate 
• 87453-78-9 1-(3,4-dichlorophenyl)-2-hydroxy-2-phenylethanone 
• 58928-92-0 2-(3,4-dichlorophenyl)-1,3-dithiane 
• 6287-38-3 3,4-dichlorobenzaldehyde 

Relevant academic research and scientific papers

Covalent Immobilization of Pseudomonas stutzeri Lipase on a Porous Polymer: An Efficient Biocatalyst for a Scalable Production of Enantiopure Benzoin Esters under Sustainable Conditions

The immobilization of lipase from Pseudomonas stutzeri (lipase TL) by covalent bonding to a porous polymer is described for the first time. The immobilized enzyme was characterized in terms of optimal pH and thermal stability, and its catalytic efficiency was tested in the kinetic resolution (KR) of symmetrical and unsymmetrical benzoins (1,2-diaryl-2-hydroxyethanone structures). Reactions were performed in the green solvent 2-MeTHF, reaching maximum conversion and enantiomeric excess, with a significant increase of productivity due to the possibility of reuse of the catalyst. Moreover, the immobilization allowed the development of an adequate scaling up of this KR process permitting a further rise in the catalytic efficiency. Finally, the dynamic kinetic resolution of benzoin (DKR) was carried out by the combination of the immobilized lipase and a ruthenium catalyst (Shvo's catalyst) in 2-MeTHF, reaching conversions up to 90%, maintaining its excellent enantioselectivity during six catalytic cycles.

Chemoenzymatic synthesis of chiral unsymmetrical benzoin esters

A chemoenzymatic Dynamic Kinetic Resolution (DKR) of unsymmetrical benzoins (Ar1≠Ar2) has been carried out, by using Pseudomonas stutzeri lipase stereorecognition pattern. After studying this lipase behaviour, a high preference towards acylation of those benzoins containing substituents in the phenyl ring rather than in the benzoyl moiety was observed. This fact allowed the development of the DKR process of this kind of substrates, avoiding the accumulation of secondary products derived from the in situ racemization mediated by Shvo's catalyst action, and allowing the synthesis of enantiopure unsymmetrical benzoins acetates (not previously described) in very good yields (60-95%) and excellent enantiomeric excess values (always >99%).