Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 2186-92-7, name is P-anisaldehyde dimethyl acetal, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 2186-92-7
Phenyl 4,6-O-anisylidene-2,3-di-O-p-methoxybenzyl-1-thio-beta-D-glucopyranoside (3). To the solutionof 2 (20.0 g, 73.5 mmol) in the mixed solvent (CH3CN-DMF 735 mL:200 mL) were addedp-anisaldehyde dimethyl acetal (25.0 mL, 147 mmol) and (±)-camphor-10-sulfonic acid (CSA)(680 mg, 2.94 mmol) at 0 C. After stirring for 2.5 h at room temperature as the reaction wasmonitored by TLC (10:1 CHCl3-MeOH), the reaction was quenched by the addition of triethylamine.The reaction mixture was concentrated and diluted with EtOAc, of which solution was then added toseparatory funnel. After addition of distilled water to the solution, the desired 4,6-O-anisylidenatedproduct was appeared as a pure crystalline material (26.0 g, 91%), the physical data of which wasidentical to those reported in the literature [31]. To a solution of the 4,6-O-anisylidenated productobtained (2.00 g, 5.13 mmol) in DMF (25.7 mL) was added sodium hydride (492 mg, 20.5 mmol) at 0 C.After stirring for 1 h at 0 C, p-methoxybenzyl chloride (2.8 mL, 20.5 mmol) was added to themixture. After stirring for 17 h at rt as the reaction was monitored by TLC (1:2.5 EtOAc-n-hexane),the reaction was quenched by MeOH at 0 C. Dilution of the mixture with EtOAc provided a solution,which was then washed with H2O, satd aq NaHCO3 and brine. The organic layer was subsequentlydried over Na2SO4 and concentrated. The resulting residue was purified by silica gel columnchromatography (1:3 EtOAc-n-hexane) to give 3 (2.94 g, 91%). [alpha]D +3.3 (c 0.3, CHCl3); 1H-NMR(500 MHz, CDCl3) delta 7.54-6.82 (m, 17H, 4Ar), 5.54 (s, 1H, ArCH), 4.85 (d, 1H, Jgem = 10.9 Hz,ArCH2), 4.78-4.70 (m, 4H, ArCH2, H-1), 4.35 (dd, 1H, J5,6 = 5.2 Hz, Jgem = 10.3 Hz, H-6), 3.81-3.76(m, 11H, 3OCH3, H-3, H-6′), 3.66 (t, 1H, J3,4 = J4,5 = 9.5 Hz, H-4), 3.45 (m, 2H, H-2, H-5); 13C-NMR(125 MHz, CDCl3) delta 160.0, 159.4, 159.3, 133.1, 132.2, 130.5, 130.2, 129.9, 129.8, 129.0, 127.8,127.3, 113.8, 113.6, 101.1, 88.3, 82.7, 81.4, 80.1, 75.5, 74.9, 70.2, 68.6, 55.3, 55.2. HRMS (ESI) m/z:found [M+Na]+ 653.2180, C36H38O8S calcd for [M+Na]+ 653.2180.
Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 2186-92-7.
Reference:
Article; Konishi, Miku; Imamura, Akihiro; Fujikawa, Kohki; Ando, Hiromune; Ishida, Hideharu; Kiso, Makoto; Molecules; vol. 18; 12; (2013); p. 15153 – 15181;,
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