Reference of 86770-74-3 ,Some common heterocyclic compound, 86770-74-3, molecular formula is C8H19NO4, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.
An oven-dried 200 mL round bottomed flask was charged with Biotin-NHS (1.17 g, 3.43 mmol) and 2-(2-(2-(2-aminoethoxy)ethoxy)ethoxy)ethan-1-ol (730 mg, 3.80 mmol). The flask was subjected to three cycles of vacuum/nitrogen backfill before addition of anhydrous DMF (69 mL). To the colorless solution was added triethylamine (960 muL, 6.85 mmol) and after 45 minutes, the solution was concentrated in vacuo. The crude material was purified by flash chromatography (basic alumina: 5 % methanol in CH2Cl2) to provide the title compound as an opaque amorphous solid (1.18 g, 2.81 mmol, 82 % yield). 1H NMR (400 MHz, CDCl3) delta: 7.21 (1H, br t), 5.97 (1H, br s), 5.09 (1H, br s), 4.48 (1H, m), 4.30 (1H, m), 3.78 (1H, m), 3.70 (4H, m), 3.65-3.58 (8H, m), 3.52 (2H, m), 3.41 (2H, m), 3.13 (1H, td, J = 7.4, 4.6 Hz), 2.90 (1H, dd, J = 12.8, 5.0 Hz), 2.73 (1H, d, J = 12.8 Hz), 2.20 (2H, t, J = 7.5 Hz), 1.78 (4H, m), 1.46-1.38 (2H, m); 13C NMR (100 MHz, CDCl3) delta: 173.49, 164.17, 72.60, 70.51, 70.32, 70.17, 70.00, 69.92, 61.78, 61.41, 60.22, 55.65, 40.47, 39.08, 35.90, 28.30, 28.11, 25.69. IR numax/cm-1 (film): 3273, 3085, 2916, 2865, 1690, 1669, 1646, 1551, 1464, 1420, 1264, 1240, 1202, 1101, 869, 693. m/z HRMS (ESI): [M+ H]+ calculated for C18H33N3O6S+ = 442.1982, found 442.1962.
In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 86770-74-3, 2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethanol, other downstream synthetic routes, hurry up and to see.
Reference:
Article; Nottingham, Kyle G.; McNally, Andrew; McNaughton, Brian R.; Tetrahedron Letters; vol. 59; 3; (2018); p. 234 – 237;,
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