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Coupling biocatalysis with high-energy flow reactions for the synthesis of carbamates and β-amino acid derivatives
Date Issued
04 February 2021
Date Available
09T15:40:46Z May 2023
Abstract
A continuous flow process is presented that couples a Curtius rearrangement step with a biocatalytic impurity tagging strategy to produce a series of valuable Cbz-carbamate products. Immobilized CALB was exploited as a robust hydrolase to transform residual benzyl alcohol into easily separable benzyl butyrate. The resulting telescoped flow process was effectively applied across a series of acid substrates rendering the desired carbamate structures in high yield and purity. The derivatization of these products via complementary flow-based Michael addition reactions furthermore demonstrated the creation of β-amino acid species. This strategy thus highlights the applicability of this work towards the creation of important chemical building blocks for the pharmaceutical and speciality chemical industries.
Sponsorship
Science Foundation Ireland
Type of Material
Journal Article
Publisher
Beilstein-Institut
Journal
Beilstein Journal of Organic Chemistry
Volume
17
Issue
1
Start Page
379
End Page
384
Copyright (Published Version)
2021 the Authors
Language
English
Status of Item
Peer reviewed
ISSN
1860-5397
This item is made available under a Creative Commons License
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Coupling biocatalysis with high-energy flow reactions for the synthesis of carbamates and β-amino acid derivatives.pdf
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Format
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Acquisition Date
Sep 25, 2023
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