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69 results about "Diaryl ketone" patented technology

Nickel-Catalyzed Diaryl Ketone Synthesis by N–C Cleavage: Direct Negishi Cross-Coupling of Primary Amides by Site-Selective N,N-Di-Boc Activation Shicheng Shi and Michal Szostak * Department of Chemistry, Rutgers University , 73 Warren Street, Newark, New Jersey 07102, United States

Synthetic method for sotagliflozin and its analogues

The invention discloses a synthetic method for sotagliflozin and its analogues. The method comprises the following steps: with dapagliflozin acetate 1 as a raw material, carrying out oxidation so as to obtain diaryl ketone 2; selectively removing an acetyl group in the compound 2 so as to obtain primary alconol 3; carrying out dehydroxymethyl fluorination so as to obtain fluoroglucoside 4; then subjecting a carbonyl group to reductive alkylation so as to obtain a compound 5; reacting an activated C-F bond and a nucleophilic reagent to obtain a glycosylation product 6a-6c; and finally removingan acetyl group so as to obtain sotagliflozin and its analogue 7a-7c, or subjecting the compound 5 to removal of the acetyl group to obtain a sotagliflozin analogue 7d. The synthetic method of the invention has the following advantages: the raw material dapagliflozin acetate can be prepared from inexpensive and easily available 1,5-gluconolactone; only the acetyl group is used as a protecting group which can be removed under mild conditions; a reducing agent sodium borohydride used in the method is cheap, easily available, and stable in water and air; stereoselective reduction is not involved,so the difficulty of synthesis is lowered, experimental operation is simplified, and the method is suitable for large-scale preparation.
Owner:OCEAN UNIV OF CHINA

Synthetic method of diaryl methanol compound

The invention discloses a synthetic method of a diaryl methanol compound. Compared with a reported method for obtaining the diaryl methanol compound through catalytic reduction by taking diaryl ketone as an initial raw material, the method is characterized by taking substituted benzyl bromide and substituted phenylboronic acid which are cheap and easy to obtain as initial raw materials, reacting for 4 hours in an alkaline solution, water or a mixed solvent of the water and an organic solvent under room temperature in air, and carrying out simple separation and purification operation, thus obtaining a pure product. A catalyst adopted in the method is a palladium compound/an in-situ catalytic system prepared from phosphorus- and oxygen-containing carboxylic acids ligands, the catalytic system is cheap in price, high in catalytic activity and good in selectivity and is stable in the air and a water solution, the diaryl methanol compound is compounded through a method of catalyzing the substituted benzyl bromide and the substituted phenylboronic acid and a 'one-pot reaction method' of hydrogen peroxide, the reaction steps are less, after-treatment is simple, the product is easy to separate and purify, the yield is high, and the mixed solvent is prepared from cheap and easy-to-obtain water and the organic solvent, so that the environment is not polluted, and environment protection is realized.
Owner:YICHUN UNIVERSITY
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