Application of 16695-22-0, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 16695-22-0 as follows.
General procedure: Reaction of compound 14 (500 mg, 0.5 mmol), diethanolamine trito-sylate15 15 (285 mg, 0.5 mmol), cesium carbonate (815 mg, 2.5 mmol), dissolved inDMF (10 mL) was done according to GP3 for 24 h at 80C. Workup and flashchromatography (toluene/ethyl acetate 3:1) gave compound 18. Yield 251 mg(42%), glass temperature 93-96C, [alpha]D20 = + 15.1 (c = 0.5, CHCl3). 1H NMR(400 MHz,CHCl3): delta = 7.63-7.06 (m, 22H, Ph), 5.03 (d ?s, 2H, J1,2 0 Hz, H-1,-1),4.55 (dd ?d, 2H, J1,2 0, J2,3 6.0 Hz, H-2,-2), 4.71 (dd, 2H, J2,3 6.0, J3,4 3.0 Hz,H-3,-3), 3.97 (m, 4H, H-4,-4, H-5,-5), 3.42-3.14 (m, 12H, H-6a,-6a, H-6b,-6b, CH2NTs, OCH2), 4.74 (d, 2H, JBn 10.5 Hz, OCHABnBn), 4.57 (d, 2H, JBn10.5 Hz, OCHABnBn), 3.68-3.80, 3.65-3.59, and 3.54-3.48 (each m, 6H, OCH2),3.04-2.96 (m, 2H, CH2NTs), 2.44, 2.37 (s, 9H, CH3Ts), 1.45 and 1.32 (s, 12H,CH3). 13C NMR (100 MHz, CHCl3): delta = 106.88 (C-1,-1), 84.80 (C-2,-2), 79.99(C-3,-3), 78.82, 77.34 (C-4,-4, C-5,-5), 73.85 (2C, OCH2Ph), 70.07, 65.96 (4C,OCH2), 50.77, 49.62, 47.89 (6C, C-6,-6, CH2NTs), 112.19 (q, 2C, Isoprop), 26.29,25.13 (4C, CH3), 21.55, 21.46 (3C, CH3Ts), 143.25-135.50, 129.60-127.25 (30C,Ph). Calcd. for C61H77N3O17S3 (1220.5): FAB-MS found [M + Na+] 1243 (75%),[M+-CH3C6H4SO2] 1064 (100%).
According to the analysis of related databases, 16695-22-0, the application of this compound in the production field has become more and more popular.
Reference:
Article; Rathjens, Andreas; Thiem, Joachim; Journal of Carbohydrate Chemistry; vol. 35; 8-9; (2016); p. 397 – 411;,
Amide – Wikipedia,
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