Biocatalysis in Supercritical Fluids, in Fluorous Solvents, and under Solvent‐Free Conditions

Hobbs, Helen R.; Thomas, Neil R.

doi:10.1002/chin.200737240

Cited by 16 publications

(22 citation statements)

References 1 publication

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“…Therefore, non-conventional solvents like supercritical fluids can be used to replace the conventional organic solvents. Several extensive reviews 38,39,40 have been published on enzymatic reactions in supercritical fluids.…”

Section: Introductionmentioning

confidence: 99%

Kinetics of synthesis of butyl butyrate by esterification and transesterification in supercritical carbon dioxide

Varma

Madras

2008

J of Chemical Tech & Biotech

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Section: Introductionmentioning

confidence: 99%

Kinetics of synthesis of butyl butyrate by esterification and transesterification in supercritical carbon dioxide

Varma

Madras

2008

J of Chemical Tech & Biotech

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“…1,3,4-thiadiazolo [3,2-a]pyrimidines have been used as key building blocks for the preparation of a variety of novel bioactive agents. [9] The conventional multistep methods for the preparation of complex molecules involve large attention from organic chemists which offers important advantages over conventional linear-type synthesis， such as high atom economy, low cost, reduction in overall reaction time and operational simplicity [10][11][12][13][14]. Such reactions have emerged as powerful and bond-forming efficient tools in organic, combinatorial, and medicinal chemistry for their facileness and efficiency as well as their economy and ecology in organic synthesis [15].…”

Section: Ultrasound Irradiationmentioning

confidence: 99%

Ultrasound-promoted One-Pot, Three Component Synthesis Of Novel 5-Amino-2-(4-Chlorophenyl)-7- Substituted Phenyl-8,8a-Dihydro-7H-[1,3,4]Thiadiazolo[3,2-A]Pyrimidine-6-Carbonitrile Derivatives.

Nikalje¹,

Vázquez

Tiwari³

et al. 2015

Proceedings of the 19th International Electronic Conference on Synthetic Organic Chemistry

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“…Recently, a major tendency has concerned the production of esters via reactions performed in solvent‐free systems, when possible . This alternative possesses tremendous advantages especially in food and pharmaceutical industries due to the avoidance of hazardous solvents with the tedious removal process.…”

Section: Introductionmentioning

confidence: 99%

Natural flavor ester synthesis catalyzed by lipases

Bayout

Bouzemi

Guo

et al. 2019

Flavour & Fragrance J

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In spite of the fact that several flavors and fragrances are obtained either by chemical synthesis or by extraction from plants, the application of biocatalysis for the sake of a safe and productive pathway by more sustainable chemical processes is the main alternative. The current study focuses on the synthesis of three flavor esters, namely cis‐3‐hexen‐1‐yl acetate, 2‐phenylethyl acetate, and methyl phenylacetate, via transesterification and esterification of the natural corresponding alcohols or acids. The impact of optimizing variables that influence this lipase‐catalyzed synthesis, such as enzyme formulations, solvent‐free media, and acetylating agents, is crucial to achieving higher conversions. The enzymatic transesterification using Novozym 435 afforded cis‐3‐hexen‐1‐yl, and 2‐phenylethyl acetates with high yields (>90%) in green solvents. Similar results were obtained in solvent‐free system, which is more economic for the scaling up of this synthesis. In the case of esterification reactions, the removal of water, formed as a by‐product, with the use of Aquasorb enhanced the conversions as in the case of methyl phenylacetate attained with a conversion of 89% in the presence of Novozym 435. However, this effect was not observed in the larger scale reaction (with 0.85 mol of cis‐3‐hexen‐1‐ol). Instead, the efficient strategy of gradual addition of acetic acid has proven to significantly improve the yield of cis‐3‐hexen‐1‐yl acetate (from 2% up to about 80% in the case of the preparative reaction with 100 mL substrate). Box‐Behnken analysis was also performed to identify the lowest amount of acetylating agent and the shorter time to obtain the highest conversion ratio. This analysis showed that a triacetin/alcohol molar ratio of 1 and 1.75 can be sufficient to obtain a conversion >90% and up to 95%, for cis‐3‐hexen‐1‐yl acetate and 2‐phenylethyl acetate, respectively, similarly to what is obtained with higher triacetin/alcohol molar ratios and comparable reaction time.

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Biocatalysis in Supercritical Fluids, in Fluorous Solvents, and under Solvent‐Free Conditions

Abstract: ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF.

Cited by 16 publications

References 1 publication

Kinetics of synthesis of butyl butyrate by esterification and transesterification in supercritical carbon dioxide

Kinetics of synthesis of butyl butyrate by esterification and transesterification in supercritical carbon dioxide

Ultrasound-promoted One-Pot, Three Component Synthesis Of Novel 5-Amino-2-(4-Chlorophenyl)-7- Substituted Phenyl-8,8a-Dihydro-7H-[1,3,4]Thiadiazolo[3,2-A]Pyrimidine-6-Carbonitrile Derivatives.

Natural flavor ester synthesis catalyzed by lipases

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