160706-71-8Relevant articles and documents
Optical purifications via self-disproportionation of enantiomers by achiral chromatography: Case study of a series of α-CF3-containing secondary alcohols
Sorochinsky, Alexander E.,Katagiri, Toshimasa,Ono, Taizo,Wzorek, Alicja,Acena, Jose Luis,Soloshonok, Vadim A.
, p. 365 - 368 (2013)
This work demonstrates that self-disproportionation of enantiomers via achiral chromatography can be recommended as inexpensive and general method for optical purification of enantiomerically enriched compounds. In particular, the advantage of this approach over conventional recrystallization is that it can be used for both crystalline as well as liquid compounds.
Substituted pyridine and pyrimidine derivatives and their use in treating viral infections
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Page/Page column 298; 299, (2016/09/26)
The present invention provides compounds of Formula (I): and tautomers, isomers, and esters of said compounds, and pharmaceutically acceptable salts, solvates, and prodrugs of said compounds, wherein each of R, R1, X, Y, Z, R2, R3, R4, R5, R6, R7, R8, R9, R18, R19 and n is selected independently and as defined herein. Compositions comprising such compounds are also provided. The compounds of the invention are effective as inhibitors of HCV, and are useful, alone and together with other therapeutic agents, in treating or preventing diseases or disorders such as viral infections and virus-related disorders.
Generation and reactions of α-trifluoromethyl stabilized aziridinyl anion, a general synthetic precursor for stereospecific construction of α-amino-α-trifluoromethylated quaternary carbon
Yamauchi, Yoshihiro,Kawate, Tomomi,Itahashi, Hiromi,Katagiri, Toshimasa,Uneyama, Kenji
, p. 6319 - 6322 (2007/10/03)
Optically pure α-trifluoromethylated aziridinyl anions react with various electrophiles to give the corresponding optically pure 2-trifluoromethyl-2-substituted aziridines, which are general synthetic precursors for optically pure α-amino-α-trifluoromethylated compounds, such as trifluoromethylated α/β-amino acids, in good yields.
Catalytic asymmetric synthesis of new halogenated chiral synthons
Vanhessche, Koen P. M.,Sharpless, K. Barry
, p. 517 - 522 (2007/10/03)
Two-step and practical asymmetric syntheses of enantiomerically pure 4-trifluoromethyl-2.2-dioxo-1,3,2-dioxathiolane and 4-trichloromethyl-2,2-dioxo-1,3,2-dioxathiolane (>98% ee) have been achieved. Catalytic asymmetric dihydroxylation (AD) of 3,3,3-trifl
Chiral Synthesis via Organoboranes. 40. Selective Reductions. 55. A Simple One-Pot Synthesis of the Enantiomers of (Trifluoromethyl)oxirane. A General Synthesis in High Optical Purities of α-Trifluoromethyl Secondary Alcohols via the Ring-Cleavage Reactions of the Epoxide
Ramachandran, P. Veeraraghavan,Gong, Baoqing,Brown, Herbert C.
, p. 41 - 46 (2007/10/02)
An extremely efficient one-pot asymmetric synthesis of either enantiomer of (trifluoromethyl)oxirane (3,3,3-trifluoro-1,2-epoxypropane, 4) in 64percent yield and 96percent ee has been achieved via the asymmetric reduction of the commercially available 1-bromo-3,3,3-trifluoro-2-propanone with either (+)- or (-)-B-chlorodiisopinocampheylborane (Aldrich: DIP-Chloride), followed by ring closure of the intermediate chloroborinate, IpcBCl.The ring cleavage reactions of 4 provide a general synthesis of chiral trifluoromethyl carbinols without loss of optical activity.Thus we have synthesized 1-amino-3,3,3-trifluoro-2-propanol, 1-azido-3,3,3-trifluoro-2-propanol, 1-(diethylamino)-3,3,3-trifluoro-2-propanol, 1-cyano-3,3,3-trifluoro-2-propanol, 1,1,1-trifluoro-2-propanol, 1,1,1-trifluoro-2-octanol, 1-phenyl-3,3,3-trifluoro-2-propanol, 1-ethoxy-3,3,3-trifluoro-2-propanol, and 1,2-dihydroxy-3,3,3-trifluoropropane, in 61-88percent yields and in 96percent ee by the cleavage of 4 with the appropriate nucleophile.
