7748-36-9Relevant articles and documents
Ring-Closing Metathesis of Aliphatic Ethers and Esterification of Terpene Alcohols Catalyzed by Functionalized Biochar
Kerton, Francesca M.,MacQuarrie, Stephanie L.,Vidal, Juliana L.,Wyper, Olivia M.
supporting information, p. 6052 - 6056 (2021/12/10)
Functionalized biochars, renewable carbon materials prepared from waste biomass, can catalyze transformations of a range of oxygen-containing substrates via hydrogen-bonding interactions. Good conversions (up to 75.2 %) to different O-heterocycles are obtained from ring-closing C?O/C?O metathesis reactions of different aliphatic ethers under optimized conditions using this heterogeneous, metal-free, and easy separable catalyst. The diversity in the sorts of O-containing feedstocks is further demonstrated by the utilization of functionalized biochar to promote the esterification of terpene alcohols, an important reaction in food and flavor industries. Under the optimized conditions, full conversions to various terpene esters are obtained. Moreover, both of the reactions studied herein are performed under neat conditions, thus increasing the overall sustainability of the process described.
A Modified Synthesis of Oxetan-3-ol
Feng, Y.,He, W.,Luo, Y.,Sun, W.,Xia, X. Y.,Zhan, L.
, p. 877 - 883 (2020/07/03)
Abstract: A highly regioselective ring opening reaction of terminal epoxides with 2-bromobenzoic acid catalyzed by tetrabutylammonium bromide was accomplished. The procedure is operationally simple and practical for the synthesis of a series of β-hydroxy esters. Using this protocol, oxetan-3-ol could be prepared efficiently in a good yield.
Novel method for synthesizing 3-oxacyclobutanol
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Paragraph 0016; 0019; 0020; 0023; 0024; 0027, (2019/02/19)
The invention provides a novel method for synthesizing 3-oxacyclobutanol. The novel method is characterized in that epoxy chloropropane and glacial acetic acid are taken as raw materials, a catalyst is used for catalyzing the ring-opening reaction; under an organic strong acid condition, vinyl ethyl ether is added to perform upper protecting group reaction; under a strong-alkaline condition, ring-forming reaction is performed to obtain a key intermediate solution; the intermediate solution is extracted, concentrated and rectified to obtain an intermediate; catalysis amount of organic strong acid is used in the solvent by the intermediate to perform deprotection to obtain a 3-oxacyclobutanol crude product; the crude product is neutralized to be meta-alkalescent with weak alkaline, and is concentrated and rectified to obtain the 3-oxacyclobutanol product. The novel method has the characteristics of being cheap in raw materials, short in route, free of dangerous reagent, avoiding use of dangerous chemicals such as diazomethane, butyl lithium or 1,3-dichloroacetone, so that the synthesis method for 3-oxacyclobutanol can be safely amplified, and therefore, large-scale production can beperformed; and moreover, the 3-oxacyclobutanol is low in price, and is convenient to popularize.
A method for synthesis of oxetane butanone (by machine translation)
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Paragraph 0029; 0033; 0037, (2019/03/26)
The present invention provides a method for synthesis of oxetane butanone, the method is used in the organic solvent, diluent, organic alkali exist under the conditions, by dehydrating the oxidizing agent will be 3 - oxygen heterocyclic butanol oxidation, further separation and purification to obtain 3 - oxetanone; the organic solvent as chain alkanes, halogenated hydrocarbon, alcohol, ethers in a; the thinner is dimethyl sulfoxide, N, N - dimethyl formamide in a; the organic base is triethylamine, ethylenediamine, diisopropyl ethylamine in a; the dehydration of the oxidizing agent is P2 O5 , P2 O3 In a. The present invention uses a phosphorus pentoxide system to oxidation to produce 3 - oxetanone, materials used in the cheap, is relatively simple in operation, avoids the use of hazardous chemicals, friendly to the environment, there are higher reaction yield, conducive to 3 - oxetanone in organic chemical and biological medicinal further application and development. (by machine translation)
3-oxetanone synthesis method
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Paragraph 0018; 0020, (2019/05/04)
The invention provides a 3-oxetanone synthesis method, which comprises: removing the protection group from an intermediate in an organic solvent I by using an organic strong acid, neutralizing with aweak alkali to achieve an alkaline pH value, carrying out concentration distillation on the solvent to obtain a oxetan-3-ol crude product, oxidizing the oxetan-3-ol with an oxidizing agent in the presence of a catalyst I, a halide and an alkali, and carrying out separating purification to obtain the 3-oxetanone product, wherein the intermediate preparation method comprises: carrying out a ring opening reaction by using epichlorohydrin and glacial acetic acid as raw materials under the catalysis of a catalyst II, adding ethyl vinyl ether under an organic strong acid condition, carrying out a protection group forming reaction, and carrying out a ring formation reaction under a strong alkali condition so as to obtain the key intermediate solution. According to the present invention, the oxetan-3-ol preparation process is combined without the purifying of oxetan-3-ol so as to eliminate the oxetan-3-ol purifying step; and the method has characteristics of inexpensive raw materials, short route, no use of dangerous reagents and the like.
Discovery of Novel 1-Cyclopentenyl-3-phenylureas as Selective, Brain Penetrant, and Orally Bioavailable CXCR2 Antagonists
Lu, Hongfu,Yang, Ting,Xu, Zhongmiao,Lin, Xichen,Ding, Qian,Zhang, Yueting,Cai, Xin,Dong, Kelly,Gong, Sophie,Zhang, Wei,Patel, Metul,Copley, Royston C. B.,Xiang, Jianing,Guan, Xiaoming,Wren, Paul,Ren, Feng
supporting information, p. 2518 - 2532 (2018/03/26)
CXCR2 has emerged as a therapeutic target for not only peripheral inflammatory diseases but also neurological abnormalities in the central nervous system (CNS). Herein, we describe the discovery of a novel 1-cyclopentenyl-3-phenylurea series as potent and CNS penetrant CXCR2 antagonists. Extensive SAR studies, wherein molecules' property forecast index (PFI) was carefully optimized for overall balanced developability profiles, led to the discovery of the advanced lead compound 68 with a desirable PFI. Compound 68 demonstrated good in vitro pharmacology with excellent selectivity over CXCR1 and other chemokine receptors. Rat and dog pharmacokinetics (PK) revealed good oral bioavailability, high oral exposure, and desirable elimination half-life of the compound in both species. In addition, the compound demonstrated dose-dependent efficacy in the in vivo pharmacology neutrophil infiltration "air pouch" model in rodents after oral administration. Further, compound 68 is a CNS penetrant molecule with high unbound fraction in brain tissue.
3-hydroxyl oxygen heterocyclic butane preparation method of compound
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Paragraph 0031; 0032; 0041; 0042, (2016/10/07)
The invention discloses a synthetic method of a 3-hydroxy oxetane compound shown as a formula I. The method provided by the invention employs substituted glycerol I-1 as a raw material, which is subjected to condensation with aldehydes and ketones compounds to obtain a compound I-2; the I-2 is subjected to R2 protection to obtain a compound I-3; the compound I-3 is subjected to removal of aldehydes and ketones protecting groups to obtain a compound I-4; the compound I-4 is subjected to intramolecular cyclization to obtain a compound I-5; and the compound I-5 is subjected to removal of R2 protection to obtain a target compound I. Although the method has a long route, the reaction conditions are mild, and the post treatment and detection are convenient; therefore, the method is suitable for industrialized production.
1 -(CYCLOPENT-2-EN-1 -YL)-3-(2-HYDROXY-3-(ARYLSULFONYL)PHENYL)UREA DERIVATIVES AS CXCR2 INHIBITORS
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Page/Page column 169, (2015/12/18)
The invention relates to 1-(3-sulfonylphenyl)-3-(cyclopent-2-en-1-yl)urea derivatives, and their use in treating or preventing diseases and conditions mediated by the CXCR2 receptor. In addition, the invention relates to compositions containing the derivatives and processes for their preparation.
FeCl3/pyridine: Dual-activation in opening of epoxide with carboxylic acid under solvent free condition
Zhao, Yichao,Wang, Wen,Li, Jian,Wang, Feng,Zheng, Xiufang,Yun, Hongying,Zhao, Weili,Dong, Xiaochun
supporting information, p. 5849 - 5852 (2013/10/21)
Inexpensive, non-toxic, and readily available catalyst system FeCl 3/pyridine was found to be highly efficient for the opening of a wide variety of epoxides with carboxylic acid under solvent free conditions.
NOVEL GLUCOKINASE ACTIVATORS AND METHODS OF USING SAME
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Page/Page column 82, (2008/06/13)
Compounds are provided which are phosphonate and phosphinate activators and thus are useful in treating diabetes and related diseases and have the structure wherein is a heteroaryl ring; R4 is —(CH2)n-Z-(CH2)m—PO(OR7)(OR8), —(CH2)nZ-(CH2)m—PO(OR7)Rg, —(CH2)n-Z-(CH2)m—OPO(OR7)Rg, —(CH2)nZ—(CH2)m—OPO(R9)(R10), or —(CH2)nZ—(CH2)m—PO(R9)(R10);R5 and R6 are independently selected from H, alkyl and halogen;Y is R7(CH2)s or is absent; andX, n, Z, m, R4, R5, R6, R7, and s are as defined herein; or a pharmaceutically acceptable salt thereof. A method for treating diabetes and related diseases employing the above compounds is also provided.
