M
Matthew M. Zhao
Researcher at Merck & Co.
Publications - 29
Citations - 767
Matthew M. Zhao is an academic researcher from Merck & Co.. The author has contributed to research in topics: Enantioselective synthesis & Lewis acids and bases. The author has an hindex of 13, co-authored 29 publications receiving 712 citations. Previous affiliations of Matthew M. Zhao include Conrad Hotels & Lexicon Pharmaceuticals.
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Journal ArticleDOI
Pd-catalyzed N-arylation of heteroarylamines.
TL;DR: The palladium-catalyzed N-(hetero)arylation of a number of heteroarylamines including 2-aminopyridines,2-aminothiazoles, and their analogues has been realized using Xantphos as the ligand.
Journal ArticleDOI
Efficient Synthesis of NK1 Receptor Antagonist Aprepitant Using a Crystallization-Induced Diastereoselective Transformation†
Karel M. J. Brands,Joseph F. Payack,Jonathan D. Rosen,Todd D. Nelson,Alexander Candelario,Mark A. Huffman,Matthew M. Zhao,Jing Li,Bridgette Craig,Zhiguo J. Song,David M. Tschaen,Karl B. Hansen,Paul N. Devine,Philip J. Pye,Kai Rossen,Peter G. Dormer,Robert A. Reamer,Christopher J. Welch,David J. Mathre,Nancy N. Tsou,James M. McNamara,Paul J. Reider +21 more
TL;DR: An efficient stereoselective synthesis of the orally active NK(1) receptor antagonist Aprepitant is described, and the targeted clinical candidate was obtained in 55% overall yield over the longest linear sequence.
Journal ArticleDOI
Direct and convenient conversion of alcohols to fluorides.
TL;DR: Directly mixing primary, secondary, and tertiary alcohols with nC(4)F(9)SO(2)F-NR(3)(HF)(3)- NR(3) in THF or MeCN results in convenient conversion to the corresponding fluorides in high yields.
Journal ArticleDOI
Practical asymmetric synthesis of aprepitant, a potent human NK-1 receptor antagonist, via a stereoselective Lewis acid-catalyzed trans acetalization reaction
Matthew M. Zhao,James M. McNamara,Guo Jie Ho,Khateeta M. Emerson,Zhiguo J. Song,David M. Tschaen,Karel M. J. Brands,Ulf H. Dolling,Edward J. J. Grabowski,Paul J. Reider,Ian F. Cottrell,Michael S. Ashwood,Brian C. Bishop +12 more
TL;DR: A streamlined and high-yielding synthesis of aprepitant, a potent substance P (SP) receptor antagonist, is described, which was accomplished in extremely high overall yield (81%) and with only two isolations.
Reference EntryDOI
Oxidation of Primary Alcohols to Carboxylic Acids with Sodium Chlorite Catalyzed by TEMPO and Bleach: 4-Methoxyphenylacetic Acid
TL;DR: In this paper, the authors describe the cycle of the chemical cycle of primary alcohols, carboxylic acids, and sodium hypochlorite in the context of waste disposal.