Synthesis of cyclic dimeric methyl morpholinoside—a common synthetic precursor to cyclic dinucleotide analogs |
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Authors: | Charles R. Kinzie Andrew D. SteeleStacy M. Pasciolla William M. Wuest |
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Affiliation: | Temple University, Department of Chemistry, 1901 N. 13th Street, Philadelphia, PA 19122, USA |
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Abstract: | An eight-step synthesis of cyclic dimeric methyl morpholinoside (c-di-MM), a common synthetic precursor to a number of cyclic dinucleotide analogs is reported. The synthesis of c-di-MM proceeds through a morpholine monomer prepared from readily available inexpensive starting materials and culminates with a key macrolactamization reaction to provide the macrocycle in 15% overall yield. |
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Keywords: | c-di-GMP c-di-AMP Morpholine Signaling nucleotide Second messenger molecule |
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