34839-13-9Relevant academic research and scientific papers
Synthesis and in vitro antibacterial activity of novel fluoroalkyl-substituted pyrazolyl oxazolidinones
Yan, Lili,Wu, Jingjing,Chen, Heng,Zhang, Shaowu,Wang, Zhi,Wang, Hui,Wu, Fanhong
, p. 73660 - 73669 (2015)
A series of novel oxazolidinone derivatives bearing fluoroalkyl-substituted pyrazole as the C-ring structure were designed, synthesized and evaluated for their antibacterial activity against six Gram-positive bacterial pathogens. Most of the target compounds have good antibacterial activity. Especially, compounds 13f, 13i and 13l show excellent activity comparable to linezolid.
1,3-Diphenyldisiloxane Enables Additive-Free Redox Recycling Reactions and Catalysis with Triphenylphosphine
Buonomo, Joseph A.,Cole, Malcolm S.,Eiden, Carter G.,Aldrich, Courtney C.
, p. 3583 - 3594 (2020/09/15)
The recently reported chemoselective reduction of phosphine oxides with 1,3-diphenyldisiloxane (DPDS) has opened up the possibility of additive-free phosphine oxide reductions in catalytic systems. Herein we disclose the use of this new reducing agent as an enabler of phosphorus redox recycling in Wittig, Staudinger, and alcohol substitution reactions. DPDS was successfully utilized in ambient-temperature additive-free redox recycling variants of the Wittig olefination, Appel halogenation, and Staudinger reduction. Triphenylphosphine-promoted catalytic recycling reactions were also facilitated by DPDS. Additive-free triphenylphosphine-promoted catalytic Staudinger reductions could even be performed at ambient temperature due to the rapid nature of phosphinimine reduction, for which we characterized kinetic and thermodynamic parameters. These results demonstrate the utility of DPDS as an excellent reducing agent for the development of phosphorus redox recycling reactions.
Lewis Acid-Catalyzed Addition of Benzophenone Imine to Epoxides Enables the Selective Synthesis and Derivatization of Primary 1,2-Amino Alcohols
Leitch, David C.,Lim, John Jin
, p. 641 - 649 (2018/05/14)
Benzophenone imine was found to be an effective ammonia surrogate for the selective preparation of primary 1,2-amino alcohols from epoxides, including enantiopure epichlorohydrin, in the presence of catalytic Y(OTf)3. High-throughput screening of 48 Lewis acids quickly identified Y(OTf)3 as an effective mediator of the addition reaction under mild conditions. Following acidic hydrolysis, the primary amino alcohol salt is revealed and partitions into the aqueous solution, while the benzophenone byproduct is easily removed by simple extraction with ethyl acetate. These ammonium salts can be directly Boc-protected or further derivatized without isolation to form benzamides and sulfonamides under Schotten-Baumann-type conditions in up to 79% isolated yield over three steps. This methodology has been used to prepare key intermediates for the synthesis of PRMT5 inhibitors with high enantiopurity as well as numerous other amide and sulfonamide derivatives.
A more than the penem matching bends down the ester side chain new synthetic method
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Paragraph 0028, (2017/08/25)
The invention discloses a novel synthetic method of a tebipenem pivoxil side chain. The method employs cheap and easily available raw material, has simple experimental operations, high overall yield and is applicable to industrialized production.
the advantage cuts down Sha Ban and intermediate preparation method
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Paragraph 0060; 0074; 0078; 0079, (2017/07/31)
The present invention discloses a new method for preparing rivaroxaban through an intermediate represented by a formula (5), wherein the method comprises that: S-1-amino-3-chloro-2-propanol represented by a formula (2) is subjected to acylation modification to obtain a compound represented by a formula (3), the compound represented by the formula (3) reacts with 4-(3-oxomorpholineone)phenylamine formyl benzyl ester represented by a formula (4) under alkali catalysis so as to provide a structure represented by a formula (5) in a high yield manner, the intermediate is subjected to acid hydrolysis to prepare 4-{4-[(5S)-5-(aminomethyl)-2-oxo-1,3-oxazolidin-3-yl]phenyl-morpholin-3-one represented by a formula (6), and the 4-{4-[(5S)-5-(aminomethyl)-2-oxo-1,3-oxazolidin-3-yl]phenyl-morpholin-3-one reacts with 5-chlorothiophene-2-carbonyl chloride represented by a formula (c) to prepare the rivaroxaban. The rivaroxaban preparation method has advantages of high reaction yield, easy purification, mild reaction conditions, simple operation and the like, wherein the yield is significantly increased although acylation modification is required during the synthesis process, the purification process can be simplified, and the preparation method is suitable for industrial production.
A fluorine-containing oxazolidinone compounds and its preparation method and application
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Paragraph 0033; 0034; 0072; 0073, (2017/08/25)
The invention discloses a fluorine-containingoxazolidinonecompound as well as a preparation method and an application thereof. The structural formula of the fluorine-containingoxazolidinonecompound is as follows, wherein Rf refers to a trifluoromethyl group, a difluoromethyl group, a fluorine atom or perfluoralkane, R and Rindependently refer to H, C1-C6 straight-chain or branchedalkyl groups, C1-C6 straight-chain or branchedperfluoroalkyl groups, C1-C6 straight-chain or branchedalkoxygroups, a halogen such as F, Cl, Br or I, a nitro group, a cyano group or a phenyl group; R, R, R and Rindependently refer to H, F, Cl, Br, I or C1-C3 alkyl groups. The fluorine-containingoxazolidinonecompound has the better antimicrobial activity on watermelonanthracnose and cucumber grey mold and is particularly good in inhibitory activity on phytopathogencucumber grey mold of imperfect fungihyphomycetes, and a new choice is provided for development and utilization of new sterilization pesticides.
OXAZOLIDINONE COMPOUNDS AND METHODS OF USE THEREOF AS ANTIBACTERIAL AGENTS
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Page/Page column 46, (2017/05/19)
The present invention relates to oxazolidinone compounds of Formula (I): and pharmaceutically acceptable salts thereof, wherein A, E, and R1 are as defined herein. The present invention also relates to compositions which comprise at least one oxazolidinone compound of the invention. The invention also provides methods for inhibiting growth of mycobacterial cells as well as a method of treating mycobacterial infections by Mycobacterium tuberculosiscomprising administering a therapeutically effective amount of an oxazolidinone of the invention and/or apharmaceutically acceptable salt thereof, or a composition comprising such compound and/or salt.
A Process for preparing linezolid and its intermediate
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Paragraph 0075-0080, (2018/02/14)
The present invention relates to a manufacturing method of linezolid which is an oxazolidinone-based antibiotic. More specifically, the present invention relates to a novel manufacturing method of linezolid; and to an intermediate compound of linezolid, and the manufacturing method of linezolid uses a novel halomethyl ethanone compound as an intermediate for the manufacture of linezolid, thereby simplifying a manufacturing process and reducing manufacturing costs in comparison with a conventional manufacturing method. The intermediate compound is a novel compound, and is an (S)-1-(5-(halomethyl)-2, 2-dimethyl oxazolidine-3-yl)ethanone compound represented by chemical formula 1. In chemical formula 1, R is one element selected from F, Cl, Br, and I. The manufacturing method of linezolid comprises: a step (A) of performing a reaction process of a compound represented by chemical formula 1 and a compound represented by chemical formula 2 to manufacture a compound represented by chemical formula 3; a step (B) of hydrolyzing the compound represented by chemical formula 3 to obtain a compound represented by chemical formula 4; and a step (C) of performing carbonylation of the compound represented by chemical formula 4.COPYRIGHT KIPO 2016
PROCESS FOR THE PREPARATION OF RIVAROXABAN
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Page/Page column 8; 9, (2015/02/19)
The present invention provides processes for the preparation of rivaroxaban. The present invention also provides processes for the preparation of a rivaroxaban intermediate.
PROCESS FOR THE PREPARATION OF (5S)-N-{3-[3,5-DIFLUORO-4-(4-HYDROXY-4-METHOXYMETHYL-PIPERIDIN-1-YL)-PHENYL]-2-OXO-OXAZOLIDIN-5-YLMETHYL}-ACETAMIDE
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Page/Page column 7; 9; 10, (2016/02/16)
A process for preparation of compound of Formula (I) is provided.
