81577-10-8Relevant academic research and scientific papers
Discovery of New Carbonyl Reductases Using Functional Metagenomics and Applications in Biocatalysis
Newgas, Sophie A.,Jeffries, Jack W. E.,Moody, Thomas S.,Ward, John M.,Hailes, Helen C.
, p. 3044 - 3052 (2021/04/26)
Enzyme discovery for use in the manufacture of chemicals, requiring high stereoselectivities, continues to be an important avenue of research. Here, a sequence directed metagenomics approach is described to identify short chain carbonyl reductases. PCR from a metagenomic template generated 37 enzymes, with an average 25% sequence identity, twelve of which showed interesting activities in initial screens. Six of the most productive enzymes were then tested against a panel of 21 substrates, including bulkier substrates that have been noted as challenging in biocatalytic reductions. Two enzymes were selected for further studies with the Wieland Miescher ketone. Notably, enzyme SDR-17, when co-expressed with a co-factor recycling system produced the anti-(4aR,5S) isomer in excellent isolated yields of 89% and 99% e.e. These results demonstrate the viability of a sequence directed metagenomics approach for the identification of multiple homologous sequences with low similarity, that can yield highly stereoselective enzymes with applicability in industrial biocatalysis. (Figure presented.).
Synthesis of Unsymmetric Triarylmethanes Bearing CF 3-Substituted All-Carbon Quaternary Stereocenters: 1,6-Arylation of δ-Trifluo romethyl Substituted para -Quinone Methides
Ma, Yingang,Pang, Jingxiang,Pan, Xiaoguang,Ma, Shutao,Liu, Xigong,Liu, Lei
supporting information, p. 1619 - 1622 (2020/09/15)
Pre-synthesized δ-CF 3-δ-aryl-disubstituted para -quinone methides bearing δ-substituents were identified as isolable and storable substrates for 1,6-arylation reactions. A broad range of electron-rich arenes and heteroarenes participated in the arylation process, furnishing a wide array of unsymmetrical CF 3-substituted triarylmethanes in high efficiency. The mild and expeditious protocol exhibited broad scopes of both arene and para -quinone methide components.
Visible light-promoted umpolung coupling of aryl tri-/difluoroethanones with 2-alkenylpyridines
Xu, Xiao,Min, Qing-Qiang,Li, Na,Liu, Feng
supporting information, p. 11017 - 11020 (2018/10/08)
Tertiary alcohols bearing a trifluoromethyl group are of considerable medicinal interest. Using an umpolung strategy, we herein report the first intermolecular reductive cross-coupling of aryl tri-/difluoroethanones with 2-alkenylpyridines with the aid of a Br?nsted acid catalyst upon visible-light irradiation. This metal-free reaction is operationally simple and performed at ambient temperature, allowing access to desired tertiary alcohols with tri-/difluoromethyl groups in moderate to excellent yields. The commercially available and easily handled Hantzsch ester effectively serves as an electron donor, as well as a hydrogen atom source.
Palladium-Catalyzed Suzuki–Miyaura Cross-Coupling of Secondary α-(Trifluoromethyl)benzyl Tosylates
Brambilla, Marta,Tredwell, Matthew
supporting information, p. 11981 - 11985 (2017/09/20)
A palladium-catalyzed C(sp3)?C(sp2) Suzuki–Miyaura cross-coupling of aryl boronic acids and α-(trifluoromethyl)benzyl tosylates is reported. A readily available, air-stable palladium catalyst was employed to access a wide range of functionalized 1,1-diaryl-2,2,2-trifluoroethanes. Enantioenriched α-(trifluoromethyl)benzyl tosylates were found to undergo cross-coupling to give the corresponding enantioenriched cross-coupled products with an overall inversion in configuration. The crucial role of the CF3 group in promoting this transformation is demonstrated by comparison with non-fluorinated derivatives.
Pesticidal compositions and processes related thereto
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Page/Page column 45-46; 132, (2016/01/09)
This document discloses molecules having the following formula (“Formula One”): and processes associated therewith.
PESTICIDAL COMPOSITIONS AND PROCESSES RELATED THERETO
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Paragraph 0140; 0154; 0155, (2015/12/30)
This disclosure relates to the field of molecules having pesticidal utility against pests in Phyla Nematoda, Arthropoda, and/or Mollusca, processes to produce such molecules and intermediates used in such processes, compositions containing such molecules, and processes of using such molecules against such pests. These molecules may be used, for example, as nematicides, acaricides, insecticides, miticides, and/or molluscicides. This document discloses molecules having the following formula (“Formula One”).
PESTICIDAL COMPOSITIONS AND PROCESSES RELATED THERETO
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Page/Page column 47; 131, (2014/07/08)
This document discloses molecules having the following formula ("Formula One"): and processes associated therewith.
PESTICIDAL COMPOSITIONS AND PROCESSES RELATED THERETO
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Paragraph 0652-0653, (2014/06/25)
This document discloses molecules having the following formula (“Formula One”): and processes associated therewith.
PESTICIDAL COMPOSITIONS AND PROCESSES RELATED THERETO
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Page/Page column 71, (2013/02/28)
This document discloses molecules having the following formula (“Formula One”): and processes associated therewith.
KYNURENINE PRODUCTION INHIBITOR
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Page/Page column 137, (2011/10/12)
Provided is a kynurenine production inhibitor comprising a nitrogen-containing heterocyclic compound represented by formula (I): (wherein R50 and R51 may be the same or different and each represent a hydrogen atom or the like, G1 and G2 may be the same or different and each represent a nitrogen atom or the like, X represents formula (III): (wherein m1 and m2 may be the same or different and each represent an integer of 0 or 1, Y represents an oxygen atom or the like, and R6 and R7 may be the same or different and each represent a hydrogen atom or the like), R1 represents optionally substituted lower alkyl or the like, R2 represents a hydrogen atom or the like, and R3 represents optionally substituted lower alkyl or the like), and the like.
