1759-53-1Relevant articles and documents
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Lanpher et al.
, p. 1370 (1958)
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ALKYLATION REACTIONS OF PROPARGYL ALCOHOL; IMPROVED ROUTES TO PROSTAGLANDIN α-SIDE CHAIN PRECURSORS
Casy, Guy,Furber, Mark,Richardson, Kevan A.,Stephenson, Richard G.,Taylor, Richard J.K.
, p. 5849 - 5856 (1986)
Alkylation reactions of the dilithio derivative of propargyl alcohol and the lithio derivative of tetrahydropyranyl protected propargyl alcohol have been explored in order to develop improved synthetic routes to the key prostaglandin α-side chain precursor methyl 7-hydroxyhept-5-ynoate (5).The use of methyl 4-bromobutanoate or the lithium salt of 4-bromobutanoic acid in these reactions did not produce the required products whereas alkylation using trimethyl ortho-4-bromobutanoate (15) gave methyl 7-hydroxyhept-5-ynoate (5) or the corresponding THP ether (4) in good yield after orthoester hydrolysis.Procedures are also described for the transformation of alcohol (5) and THP (4) into methyl 7-bromohept-5-ynoate (1).Alcohol (5) can also be converted into methyl (Z)-7-bromohept-5-enoate (2) using literature procedures.
Transformation of Thioacids into Carboxylic Acids via a Visible-Light-Promoted Atomic Substitution Process
Fu, Qiang,Liang, Fu-Shun,Lou, Da-Wei,Pan, Gao-Feng,Wang, Rui,Wu, Min,Xie, Kai-Jun
supporting information, p. 2020 - 2024 (2022/03/31)
A visible-light-promoted atomic substitution reaction for transforming thiocacids into carboxylic acids with dimethyl sulfoxide (DMSO) as the oxygen source has been developed, affording various alkyl and aryl carboxylic acids in over 90% yields. The atomic substitution process proceeds smoothly through the photochemical reactivity of the formed hydrogen-bonding adduct between thioacids and DMSO. A DMSO-involved proton-coupled electron transfer (PCET) and the simultaneous generation of thiyl and hydroxyl radicals are proposed to be key steps for realizing the transformation.
Iron-Catalyzed Aerobic Oxidation of Aldehydes: Single Component Catalyst and Mechanistic Studies
Jiang, Xingguo,Zhai, Yizhan,Chen, Junyu,Han, Yulin,Yang, Zheng,Ma, Shengming
supporting information, p. 15 - 19 (2017/11/23)
An aerobic oxidation of aldehydes towards carboxylic acids in MeCN using 1 atm of pure oxygen or oxygen in air as the oxidant and a catalytic amount of single component catalyst, Fe(NO3)3·9H2O, has been developed. Carboxylic acids with different synthetically useful functional groups were obtained at room temperature. Two mechanistic pathways have been proposed based on isotopic labeling, NMR monitoring, and control experiments. The practicality of this reaction has been demonstrated by conducting several 50 mmol-scale reactions using pure oxygen or an air-flow of ~30 mL/min.
Preparation method of Roxadustat
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Paragraph 0011; 0012; 0013, (2018/04/28)
The invention discloses a preparation method of Roxadustat. The chemical name of Roxadustat is 2-[[5-bromo-4-(4-cyclopropyl-1-naphthalene)-4H-1,2,4-triazole-3-yl] sulfo] acetic acid. The molecular formula is C17H14BrN3O2S. The preparation process is concise, raw materials are easily available and the preparation process is economical and environmentally friendly, industrialization is achieved favorably, the economical technical development of bulk pharmaceutical chemicals of Roxadustat can be promoted, the production cost is lowered, the yield is high, the environmental pollution is slight, and the method is suitable for large-scaled production.