138457-63-3

Upstream product

• 98-85-1 1-Phenylethanol 
• 138376-63-3 3-Valeryloxypyridine 
• 1445-91-6 (S)-1-phenylethanol 
• 109-52-4 valeric acid 
• 104316-32-7 p-chlorophenyl pentanoate 
• 69638-96-6 isopropenyl valerate 
• 539-82-2 ethyl n-valerate 

Relevant academic research and scientific papers

Microwave-promoted lipase-catalyzed reactions. Resolution of (±)-1-phenylethanol

Microwave irradiation increased enzymatic affinity and selectivity of supported lipases in esterification and transesterification reactions carried out in dry media and at temperature near 100°C.

Easy and simple SiO2 immobilization of lipozyme CaLB-L: Its use as a catalyst in acylation reactions and comparison with other lipases

In this study, lipase from Candida antarctica B (Lipozyme CaLB-L) was successfully immobilized on SiO2 through adsorption and used to obtain (R)-(+)-esters derived from (R,S)-1-phenylethanol. The new immobilized enzyme was compared with commercially immobilized lipases (Novozyme 435, Lipozyme 435 and Pseudomonas cepacia (PSC-II and PSD-I)). Lipozyme CaLB-L adsorbed onto SiO2 was found to be a good catalyst and, under optimal conditions, esters could be obtained with conversion 44percent, enantiomeric excess of product (eep) > 99percent, enantiomeric excess of substract (ees) 77percent and enantiomeric ratio (E) > 200. The lipase maintained enantioselectivity under adverse conditions, such as in organic solvents, with an excess of substrate and at different temperatures. The immobilized lipase could be reused five times with no significant loss of the activity.

New air-stable iron catalyst for efficient dynamic kinetic resolution of secondary benzylic and aliphatic alcohols

We herein report a catalyst system for the dynamic kinetic resolution of secondary alcohols by combining the enzymatic resolution with an iron-catalyzed racemization. A new air-stable tricarbonyl (cyclopentadienone)iron complex is identified as the active racemization catalyst for this transformation without any additive. Various substrates including benzylic, heteroaromatic, aliphatic alcohols can be used and afford the corresponding esters in good yields and with excellent enantioselectivities.

Highly efficient dynamic kinetic resolution of secondary aromatic alcohols at low temperature using a low-cost sulfonated sepiolite as racemization catalyst

A highly efficient dynamic kinetic resolution system for secondary aromatic alcohol using low-cost sulfonated sepiolite as a racemization catalyst has been developed. The system operates at 25 °C, achieves good eep (>99%) and substrate conversi

Highly efficient dynamic kinetic resolution of secondary aromatic alcohols using a low-cost solid super acid as a racemization catalyst

A new, efficient dynamic kinetic resolution (DKR) of secondary aromatic alcohols using self-made solid super acid TiO2/SO42- as a racemization catalyst was developed. Low-cost and easily produced TiO 2/SO42- showed excellent racemiza

Dynamic kinetic resolution of secondary aromatic alcohols with new efficient acyl donors

A new and efficient dynamic kinetic resolution (DKR) process of secondary aromatic alcohols by using long carbon-chain esters as acyl donors has been developed. During the process, the transesterification catalyzed by CD8604 was found to be the main reason for the decrease in enantiomeric excess (ee). Using complex acyl donors, such as 4-chlorophenyl valerate, we could effectively inhibit the resin-catalyzed transesterification, and an excellent ee value (>99%) at high yield (>99%) was achieved. The mechanism for the inhibition of resin-catalyzed transesterification is believed to be the formation of micro-micelles in the pores of CD8604. It is noteworthy that the system can be reused more than 20 times without a loss of yield or ee value.

(S)-Selective kinetic resolution and chemoenzymatic dynamic kinetic resolution of secondary alcohols

(S)-Selective kinetic resolution was achieved through the use of a commercially available protease, which was activated with a combination of two different surfactants. The kinetic resolution (KR) process was optimized with respect to activation of the protease and to the acyl donor. The KR proved to be compatible with a range of functionalized sec-alcohols, giving good to high enantiomeric ratio values (up to >200). The enzymatic resolution was combined with a ruthenium-catalyzed racemization to give an (S)-selective dynamic kinetic resolution (DKR) of sec-alcohols. The DKR process works under very mild reaction conditions to give the corresponding esters in high yields and with excellent enantioselectivities.

Utility of Acyloxypyridines and Acylazoles for the Lipase-catalyzed Enantioselective Acylation of 1-Phenylethanol

3-Acyloxypyridines and 4-acetyl-1,2,4-triazole were found to react enantioselectively with (RS)-1-phenylethanol to give (R)-1-phenethyl carboxylates in high purity, catalyzed by lipase P (from Pseudomonas fluorescens).