220115-63-9Relevant academic research and scientific papers
Selective methylphosphonylation of an echinocandin B analog derived from LY303366
Udodong, Uko E.,Hansen, Marvin M.,Verral, Daniel E.,Harkness, Allen R.,Grutsch, John L.,Miller, William D.,Astleford, Bret
, p. 2667 - 2672 (2003)
Echinocandin B (ECB) analog 1c was methylphosphonylated with the new reagent dimethyldiphosphonate 7. Selective functionalization of the phenol group was achieved in the presence of 11 other reactive alcohol and amide groups. The phosphonylation was best conducted in a mixture of THF and DMF using lithium t-butoxide as base. Methylphosphonate diester 1d was deprotected by hydrogenolysis to afford methylphosphonate monoester 1e, a potential prodrug for ECB analog 1c.
Preparation of cyclic peptide antifungal agents
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, (2008/06/13)
The present invention provides phosphonylating agents and phosphonylation conditions that are compatible with the acid- and base-sensitive compounds and which promote a regioselective and reproducible conversion to a phosphonate compound. Also provided are intermediates that may be used to prepare phosphonate derivatives of cyclic peptides antifungal agent and a process for converting the phosphonates to the desired phosphonic acid prodrugs.
