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Concise Synthesis of 3,7-Dioxa-9-aza-bicyclo[3,3,1]-nonane

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https://figshare.com/articles/dataset/Concise_Synthesis_of_3_7_Dioxa_9_aza_bicyclo_3_3_1_nonane/3245377
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The basicity of an amine has a great impact on physicochemical properties and pharmacokinetics. To attenuate the basicity of morpholine, a bicyclic amine was designed and synthesized with the introduction of an additional β-oxygen. A transannular cyclization and reduction of a bridgehead α-chloro amine functionality produces the topographically unusual amine (pKa = 6.7) in good yield.
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2016-05-05
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