107080-45-5Relevant articles and documents
Insulin-like growth factor-1 receptor tyrosine kinase inhibitor and uses thereof
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Paragraph 0062; 0065-0067, (2020/01/25)
The invention discloses a class of compounds capable of being used as an insulin-like growth factor-1 receptor tyrosine kinase inhibitor, and a preparation method thereof, a pharmaceutical compositioncontaining the compound, and applications of the pharma
Novel small molecule inhibitor of insulin-like growth factor-1 receptor and application of novel small molecule inhibitor
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Paragraph 0046-0049, (2021/01/04)
The invention provides a novel small-molecule inhibitor of an insulin-like growth factor 1 receptor and application of the novel small-molecule inhibitor. The novel small-molecule inhibitor is a derivative of picropodophyllotoxin; fluorine atoms are used for replacing hydrogen atoms at two positions of the left side of picropodophyllotoxin, so that the capacity of molecules penetrating through a blood-brain barrier is improved; meanwhile, deuterium atoms are used for replacing hydrogen atoms, so that the half-life period of the molecules in an organism can be effectively prolonged. The small-molecule inhibitor can be used for preparing drugs for preventing and treating cancers. Compared with picropodophyllotoxin in the clinical test stage at present, the small-molecule inhibitor has higherblood-brain barrier permeability and longer in-vivo half-life while maintaining the action mechanism and biochemical characteristics of picropodophyllotoxin. When used alone, the small-molecule inhibitor can effectively inhibit proliferation and brain metastasis of various tumors, and can be synergistically combined with other anti-cancer drugs, so that proliferation of tumor cells is efficientlyinhibited, and the lifetime is remarkably prolonged.
Improved Synthesis of Racemate and Enantiomers of Taniguchi Lactone and Conversion of Their C-C Double Bonds into Triple Bonds
Malová Kri?ková, Petra,Lindner, Wolfgang,Hammerschmidt, Friedrich
, p. 651 - 657 (2017/11/15)
cis -2-Butene-1,4-diol was heated with triethyl orthoacetate and p -hydroquinone as catalyst at 170 °C to give racemic Taniguchi lactone. It was converted into diastereomeric amides with (S)-1-phenylethylamine for stereoisomer resolution. The double bonds
METHOD FOR PRODUCING LACTONE COMPOUND
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Paragraph 0033; 0035, (2019/01/04)
PROBLEM TO BE SOLVED: To provide a method that makes it possible to efficiently produce a lactone compound in a short process from a raw material that is inexpensive and easily available. SOLUTION: The present invention provides a method for producing a lactone compound by the reaction between a diester compound and orthocarboxylate, in the presence of a Lewis acid catalyst; preferably, the Lewis acid is a metal compound; preferably, a ligand of the Lewis acid is an alkyl group, an alkoxy group, a carboxy group or an acetyl acetone; the Lewis acid is dialkyltin oxide. SELECTED DRAWING: None COPYRIGHT: (C)2018,JPOandINPIT
First chemo-enzymatic synthesis of the (R)-Taniguchi lactone and substrate profiles of CAMO and OTEMO, two new Baeyer–Villiger monooxygenases
Rudroff, Florian,Fink, Michael J.,Pydi, Ramana,Bornscheuer, Uwe T.,Mihovilovic, Marko D.
, p. 157 - 165 (2017/01/17)
Abstract: This study investigates the substrate profile of cycloalkanone monooxygenase and 2-oxo-Δ3-4,5,5-trimethylcyclopentenylacetyl-coenzyme A monooxygenase, two recently discovered enzymes of the Baeyer–Villiger monooxygenase family, used as whole-cell biocatalysts. Biooxidations of a diverse set of ketones were performed on analytical scale: desymmetrization of substituted prochiral cyclobutanones and cyclohexanones, regiodivergent oxidation of terpenones and bicyclic ketones, as well as kinetic resolution of racemic cycloketones. We demonstrated the applicability of the title enzymes in the enantioselective synthesis of (R)-(?)-Taniguchi lactone, a building block for the preparation of various natural product analogs such as ent-quinine. Graphical abstract: [Figure not available: see fulltext.]
Facile production scale synthesis of (S)-Taniguchi lactone: A precious building-block
Von Kieseritzky, Fredrik,Wang, Yeliu,Axelson, Magnus
, p. 643 - 645 (2014/06/09)
A cost-efficient and facile synthesis of (S)-4-vinyldihydrofuran-2(3H)-one ((S)-1), better known as (S)-Taniguchi lactone, is described. Racemic Taniguchi lactone rac-1 was ring-opened with (S)-1-benzylmethylamine providing a diastereomeric mixture of hyd
Asymmetric total syntheses of (-)-penicipyrone and (-)-tenuipyrone via biomimetic cascade intermolecular michael addition/cycloketalization
Song, Liyan,Yao, Hongliang,Zhu, Liangyu,Tong, Rongbiao
supporting information, p. 6 - 9 (2013/03/28)
The first total syntheses of (-)-penicipyrone and (-)-tenuipyrone were accomplished enantioselectively in 12 steps with an 11% yield and 6 steps with a 28% yield from the known 4-((tert-butyldimethylsilyl)oxy)-cyclopent-2-enone, respectively, by developing a biomimetic bimolecular cascade cyclization featuring an intermolecular Michael addition/cyclo-(spiro-)ketalization sequence. The relative, absolute stereochemistry and carbon connectivity of penicipyrone was further confirmed by X-ray crystallographic analysis and comparison of optical rotations.
Enantioselective Iridium-catalyzed allylic alkylations - Improvements and applications based on salt-free reaction conditions
Gnamm, Christian,F?rster, Sebastian,Miller, Nicole,Br?dner, Kerstin,Helmchen, Günter
, p. 790 - 794 (2007/12/29)
Simplified procedures for the Ir-catalyzed asymmetric allylic alkylation reaction are described that often allow substitution products to be obtained with ≥99% ee. Applications to syntheses of important chiral building blocks, such as the Taniguchi lacton
Radical cyclization on solid support: Synthesis of γ-butyrolactones
Watanabe, Yoshihiko,Ishikawa, Satoshi,Takao, Gou,Toru, Takeshi
, p. 3411 - 3414 (2007/10/03)
Synthesis of γ-butyrolactones using radical cyclization on solid-phase has been achieved. Polymer-supported β-bromoethylacetals were treated with tributyltin hydride in the presence of a catalytic amount of α,α'- azobisisobutyronitrile to generate intermediate carbon radicals which cyclize onto the intramolecular carbon-carbon double bond. The cyclization products were released by Jones oxidation from resin to give γ-butyrolactones in good yields.
Synthesis and absolute configuration of the insecticidal sesquilignan ( + )-haedoxan a in honour of professor G. H. Neil towers 75th birthday
Ishibashi, Fumito,Taniguchi, Eiji
, p. 613 - 622 (2007/10/03)
The insecticidal neolignan, ( + )-haedoxan A, was synthesized from (S)-( + )-vinyl-y-butyrolactone and (2R,3R)-(+)-6-formyl-7-methoxy-3-methoxymethyl-2-(3,4-methylenedioxyphenyl)-1,4- benzodioxane, and its absolute configuration was unequivocally establis