Related Products of 14722-40-8, 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 14722-40-8 as follows.
Compound 9 (204.9 mg, 0.379 mmol) was dissolved in CH2Cl2 (4 mL) and Ph3P (294.9 mg, 1.12 mmol), CBr4 (374.3 mg, 1.13 mmol) was added. After stirring for 4 h, THF (4 mL) solution of TMU (272 muL, 2.27 mmol), 15-hydroxypentadecanol (180.6 mg, 0.74 mmol), and TEAB (95.7 mg, 0.455 mmol) was added and further stirred for 12 h. The reaction mixture was diluted with 1 M HCl aq and extracted by EtOAc. The organic layer was washed with satd NaHCO3 aq and brine, dried over sodium sulfate, evaporated and purified by silica-gel column chromatography (hexane/EtOAc=9/1 to 3/1) to give 14 (123.6 mg, 43%) as an oil.Comment1H NMR (500 MHz, CDCl3, rt): 7.36-7.22 (18H, m), 7.15-7.12 (2H, m), 4.99 (1H, d, J=10.8 Hz), 4.83 (1H, d, J=10.8 Hz), 4.81 (1H, d, J=10.8 Hz), 4.76 (1H, d, J=12.1 Hz), 4.76 (1H, d, J=3.7 Hz), 4.64 (1H, d, J=12.1 Hz), 4.59 (1H, d, J=12.1 Hz), 4.47 (1H, d, J=10.8 Hz), 4.45 (1H, d, J=12.1 Hz), 4.00 (1H, dd, J=9.2, 9.2 Hz), 3.79 (1H, ddd, J=1.9, 3.6, 9.9 Hz), 3.72 (1H, dd, J=3.6, 10.7 Hz), 3.66-3.60 (3H, m), 3.56 (1H, dd, J=3.7, 9.2 Hz), 3.55 (2H, t, J=6.7 Hz), 3.42 (1H, dt, J=9.8, 6.7 Hz), 1.63 (2H, tt, J=6.7, 7.0 Hz), 1.51 (2H, tt, J=6.7, 6.7 Hz), 1.38-1.24 (22H, m) ppm; 13C NMR (125 MHz, CDCl3, rt): 138.8, 138.2, 138.1, 137.8, 128.2, 128.1, 127.8, 127.72, 127.69, 127.6, 127.5, 127.3, 96.7, 81.9, 80.0, 77.7, 75.5, 74.9, 73.3, 72.9, 69.9, 68.4, 68.1, 62.6, 32.6, 29.48, 29.45, 29.43, 29.40, 29.27, 29.23, 26.0, 25.9 ppm; [alpha]D27+31.1 (c 1.00, CHCl3); HR-FD-MS (positive): fragment ion [M-H]+ found m/z 765.4725, C49H65O7+ requires m/z 765.4730.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,14722-40-8, its application will become more common.
Reference:
Article; Kato, Eisuke; Iwano, Naoya; Yamada, Akihiko; Kawabata, Jun; Tetrahedron; vol. 67; 40; (2011); p. 7692 – 7702;,
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