An Improved Process for Synthesis of (<i>S</i>)-Duloxetine Hydrochloride Involving Enzymatic Asymmetric Carbonyl Reduction on a Novel Ketoamine

Sasane, Sachin A.; Husain, M. I.; Bhise, Nandu Baban; Singh, Girij Pal; Joseph, Alex; Shenoy, Gautham G.

doi:10.1080/00304948.2020.1818527

Cited by 2 publications

(3 citation statements)

References 19 publications

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“…( S )‐ N , N ‐dimethyl‐3‐hydroxy‐3‐(2‐thienyl)‐1‐propanamine [( S )‐DHTP] is a key intermediate in ( S )‐duloxetine synthesis that is produced from the reduction of N , N ‐dimethyl‐3‐keto‐3‐(2‐thienyl)‐1‐propanamine (DKTP) 130 . ( S )‐Duloxetine is a chiral molecule that can be used in the treatment of major depressive disorder, generalized anxiety disorder, fibromyalgia, and neuropathic pain 131 . Enantioselective reduction of DKTP to ( S )‐DHTP was performed by C. tropicalis PBR‐2 130 .…”

Section: Biotechnological Applications Of C Tropicalismentioning

confidence: 99%

“…130 (S)-Duloxetine is a chiral molecule that can be used in the treatment of major depressive disorder, generalized anxiety disorder, fibromyalgia, and neuropathic pain. 131 Enantioselective reduction of DKTP to (S)-DHTP was performed by C. tropicalis PBR-2. 130 First, some parameters were optimized: temperature (30 • C), pH (7.0), DKTP concentration (1 g/L), and C. tropicalis resting cells concentration (250 g/L).…”

Section: Application Of C Tropicalis As a Whole Cell Biocatalystmentioning

confidence: 99%

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Current advances in Candida tropicalis: Yeast overview and biotechnological applications

Queiroz,

Jofre,

Bianchini

et al. 2023

Biotech and App Biochem

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Candida tropicalis is a nonconventional yeast with medical and industrial significance, belonging to the CTG clade. Recent advancements in whole‐genome sequencing and genetic analysis revealed its close relation to other unconventional yeasts of biotechnological importance. C. tropicalis is known for its immense potential in synthesizing various valuable biomolecules such as ethanol, xylitol, biosurfactants, lipids, enzymes, α,ω‐dicarboxylic acids, single‐cell proteins, and more, making it an attractive target for biotechnological applications. This review provides an update on C. tropicalis biological characteristics and its efficiency in producing a diverse range of biomolecules with industrial significance from various feedstocks. The information presented in this review contributes to a better understanding of C. tropicalis and highlights its potential for biotechnological applications and market viability.

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Section: Biotechnological Applications Of C Tropicalismentioning

confidence: 99%

Section: Application Of C Tropicalis As a Whole Cell Biocatalystmentioning

confidence: 99%

Current advances in Candida tropicalis: Yeast overview and biotechnological applications

Queiroz,

Jofre,

Bianchini

et al. 2023

Biotech and App Biochem

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“…To circumvent this limitation, the authors devised the synthetic route, in which ketone 33 bearing a chiral auxiliary on its nitrogen was designed as the potential substrate of enzymatic carbonyl reduction, with the hope that the presence of a chiral auxiliary would provide a suitable chiral environment and meanwhile make the subsequent dealkylation easier (Scheme 18). [31] Accordingly, by the screening of commercial enzymes from Codexis, CDX‐021 was identified as the most effective enzyme for the reduction of 33 . In a 10 g‐scale reaction, the desired alcohol 34 was afforded in 98.5 % yield with >99.9 % ee.…”

Section: Creation Of One Stereocenter Through Kred‐catalyzed Reductionmentioning

confidence: 99%

Application of Ketoreductase in Asymmetric Synthesis of Pharmaceuticals and Bioactive Molecules: An Update (2018–2020)

Yang

Liu

et al. 2021

The Chemical Record

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With the rapid development of genomic DNA sequencing, recombinant DNA expression, and protein engineering, biocatalysis has been increasingly and widely adopted in the synthesis of pharmaceuticals, bioactive molecules, fine chemicals, and agrochemicals. In this review, we have summarized the most recent advances achieved (2018–2020) in the research area of ketoreductase (KRED)‐catalyzed asymmetric synthesis of chiral secondary alcohol intermediates to pharmaceuticals and bioactive molecules. In the first part, synthesis of chiral alcohols with one stereocenter through the bioreduction of four different ketone classes, namely acyclic aliphatic ketones, benzyl or phenylethyl ketones, cyclic aliphatic ketones, and aryl ketones, is discussed. In the second part, KRED‐catalyzed dynamic reductive kinetic resolution and reductive desymmetrization are presented for the synthesis of chiral alcohols with two contiguous stereocenters.

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An Improved Process for Synthesis of (S)-Duloxetine Hydrochloride Involving Enzymatic Asymmetric Carbonyl Reduction on a Novel Ketoamine

Cited by 2 publications

References 19 publications

Current advances in Candida tropicalis: Yeast overview and biotechnological applications

Current advances in Candida tropicalis: Yeast overview and biotechnological applications

Application of Ketoreductase in Asymmetric Synthesis of Pharmaceuticals and Bioactive Molecules: An Update (2018–2020)

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