1208237-78-8Relevant academic research and scientific papers
Stereocontrolled Synthesis of Arylomycin-Based Gram-Negative Antibiotic GDC-5338
Wong, Nicholas,Petronijevi?, Filip,Hong, Allen Y.,Linghu, Xin,Kelly, Sean M.,Hou, Haiyun,Cravillion, Theresa,Lim, Ngiap-Kie,Robinson, Sarah J.,Han, Chong,Molinaro, Carmela,Sowell, C. Gregory,Gosselin, Francis
supporting information, p. 9099 - 9103 (2019/11/14)
We report herein an efficient, stereocontrolled, and chromatography-free synthesis of the novel broad spectrum antibiotic GDC-5338. The route features the construction of a functionalized tripeptide backbone, a high-yielding macrocyclization via a Pd-catalyzed Suzuki-Miyaura reaction, and the late-stage elaboration of key amide bonds with minimal stereochemical erosion. Through extensive reaction development and analytical understanding, these key advancements allowed the preparation of GDC-5338 in 17 steps, 15% overall yield, >99 A % HPLC, and >99:1 dr.
PROCESS FOR MAKING ARYLOMYIN RING ANALOGS
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Page/Page column 32; 34, (2018/10/25)
Methods for making an arylomycin ring of formula t or salts or solvates thereof, wherein R, R1, R2, R3, R4, R5, R6, R7, R8, R9, R5, R10 and Pg1 are as defined herein.
Bioisosterism of urea-based GCPII inhibitors: Synthesis and structure-activity relationship studies
Wang, Haofan,Byun, Youngjoo,Barinka, Cyril,Pullambhatla, Mrudula,Bhang, Hyo-eun C.,Fox, James J.,Lubkowski, Jacek,Mease, Ronnie C.,Pomper, Martin G.
supporting information; experimental part, p. 392 - 397 (2010/04/02)
We report a strategy based on bioisosterism to improve the physicochemical properties of existing hydrophilic, urea-based GCPII inhibitors. Comprehensive structure-activity relationship studies of the P1′ site of ZJ-43- and DCIBzL-based compounds identifi
