Electric Literature of 1883-32-5, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.1883-32-5, name is 2,2-Diphenylethanol, molecular formula is C14H14O, molecular weight is 198.26, as common compound, the synthetic route is as follows.
General procedure: A mixture of 3,4,6-tri-O-acetyl-D-glucal 1 (50.0 mg, 0.184 mmol) and alcohol (0.193 mmol) was dissolved in dry-CH2Cl2 : dry-toluene (125 : 200 muL) under gas-nitrogen. The solution was cooled to 0 C, then 0.5 M IBr in CH2Cl2 (20 mol%, 75 L) was added slowly. The stirring was continued at 0-20 C for 1-10 h. After TLC showed the completed conversion, the reaction mixture was quenched carefully with cooled aq.Na2S2O3 (20 mL) and washed with satd aq. NaHCO3 (20 mL), and extracted with EtOAc (3×20 mL). The combined organic layer was washed with brine (20 mL), dried over anhydrous Na2SO4, and then concentrated under reduced pressure. The residues were purified by silica gel column chromatography (EtOAc/n-hexane) to give the 2,3-unsaturated-O-glycoside products 2a-2t in good to high yields (71-99%). In most cases, a mixture of alpha and beta-anomers of glycoside 2 was obtained. The ratio of the isomers was determined by comparison of the integration values of the peaks in 1H NMR analysis. The alpha-configuration was characterized from the position of anomeric proton which appears in an up fieldposition compared to -anomer in most cases. The beta-isomers was not separated but characterized compared with the literature data of the mixture. Spectral data of pure alpha-isomers are as followed.
Statistics shows that 1883-32-5 is playing an increasingly important role. we look forward to future research findings about 2,2-Diphenylethanol.
Reference:
Article; Saeeng, Rungnapha; Siripru, Onanong; Sirion, Uthaiwan; Heterocycles; vol. 91; 4; (2015); p. 849 – 861;,
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