85328-36-5Relevant articles and documents
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; 0018; 0020; 0022; 0024; 0026, (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 0028; 0032; 0036, (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 0025; 0028; 0031, (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.
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.
Synthesis of 3-hydroxyoxetane
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, (2008/06/13)
A process for preparing 3-hydroxyoxetane comprising the following steps in order (1) reacting a carboxylic acid of the formula CH3 (CH2)n COOH with epichlorohydrin in the presence of anhydrous ferric chloride to produce an ester of the formula STR1 wherein n is an integer of from 0 to 3; (2) protecting the secondary hydroxy group of the ester with a blocking group, Z, that is stable to bases; thus forming a blocked ester of the formula STR2 (3) hydrolyzing the blocked ester formed in step (2) with an aqueous base to remove the carboxylic acid and form a 3-hydroxyoxetane derivative of the formula STR3 in which Z represents the blocking group; (4) removing the blocking group from the 3-hydroxyoxetane derivative by heating it with an alcohol and an acid to form the product 3-hydroxyoxetane, STR4
Synthesis of Electron-Deficient Oxetanes. 3-Azidooxetane, 3-Nitrooxetane, and 3,3-Dinitrooxetane
Baum, Kurt,Berkowitz, Phillip T.,Grakauskas, Vytautas,Archibald, Thomas G.
, p. 2953 - 2956 (2007/10/02)
A facile synthesis of 3-hydroxyoxetane is described and is based on the addition of acetic acid to epichlorohydrin, protection of the resulting primary alcohol as an acetal, basic acetate hydrolysis and ring closure, and removal of the protecting group. 3-Azidooxetane was prepared from 3-(tosyloxy)oxetane and sodium azide.Reduction of the azide with triphenylphosphine or hydrogen gave 3-aminooxetane, and oxidation of the amine with m-chloroperbenzoic acid gave 3-nitrooxetane.Oxidative nitration or reaction with tetranitromethane gave 3,3-dinitrooxetane. 3-Azidooxetane and 3,3-dinitrooxetane were polymerized with Lewis acids.