6728-21-8Relevant articles and documents
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Dykstra,Mosher
, p. 3474 (1957)
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Efficient synthesis of organic thioacetates in water
Olivito,Costanzo,Di Gioia,Nardi,Oliverio,Procopio
supporting information, p. 7753 - 7759 (2018/11/02)
Thioacetates as precursors of thiols are interesting starting points for synthesizing other organosulfur compounds. Herein, we propose a simple, efficient and fast method to obtain organic thioacetates using water as a solvent. Taking into account the great attention that has been paid toward environmentally friendly synthetic procedures in the past decades, we prove the role and the strength of the thioacetate anion as a nucleophile for nucleophilic displacement reactions in an aqueous medium. The reactions were carried out under pH control, to prevent the decomposition of the mesylate starting materials, using potassium carbonate as a safe and mild base. A simple work up allows products to be obtained with excellent yield and acceptable purity.
A 2 - ((4R, 6S) - 6-substituted methyl-2-substituent -1,3-dioxane-4-yl) acetate preparation method
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Paragraph 0074; 0075, (2017/02/24)
The invention relates to a method for preparing 2-((4R, 6S)-6-substituted methyl-2-substituent group-1,3-dioxane-4-yl) acetate. The method comprises the following steps: by utilizing substituted ethylene and 3,3-dialkoxy propionate or 3-alkoxy acrylate, preparing 2-((4R, 6S)-6-substituted methyl-2-ester group methyl-1,3-dioxane-4-yl) acetate under catalysis of a Lewis acid; and preparing ethyl 2-((4R, 6S)-6-chloromethyl-2-substituted phenyl-1,3-dioxane-4-yl) acetate through hydrolysis ring opening and ring formation protection, performing hydrolysis ring opening again, performing ring formation protection with a carbonyl compound X or glycol XI thereof, and thus obtaining 2-((4R, 6S)-6-substituted methyl-2-substituent group-1,3-dioxane-4-yl) acetate. A chiral center is established by utilizing an equatorial bond stable form of a six-membered ring chair structure, and a chiral auxiliary reagent is not additionally used. The raw materials are readily available, the reaction process is short, asymmetric reduction of carbonyl is avoided, flammable and combustible reducing agents are not used, and the preparation method is easy, convenient, environment-friendly and suitable for large-scale industrial production.