Application of 627-32-7,Some common heterocyclic compound, 627-32-7, name is 3-Iodo-1-propanol, molecular formula is C3H7IO, 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.
3. Preparation of 7-(2′-Trimethylsilanyl)ethyl-10-(3′-hydroxypropoxy) camptothecin (Compound 3) To a solution of 7-(2′-trimethylsilanyl)ethyl-10-hydroxy camptothecin (31 mg, 0.067 mmol) and potassium carbonate (15 mg, 0.11 mmol) in N,N-dimethylformamide (2 mL) was added 3-iodopropanol (0.1 ml) at -78 C. The resultant solution was stirred at room temperature for 16 hours. N,N-Dimethylformamide was removed by evaporation under reduced pressure. The residue was filtrated through silica gel with methanol/dichloromethane (10/90) and concentrated by rotary evaporation. Purification by radial preparative-layer chromatography (ethyl acetate/hexanes 50/50 to methanol/chloroform 2/98) provided 15 mg of 7-(2′-trimethylsilanyl)ethyl-10-(3′-hydroxypropoxy) camptothecin (Compound 3) as a yellow solid. 1H NMR (300 MHz, CDCl3) delta 8.02 (d, 1 H, J=9.3 Hz), 7.52 (s, 1 H), 7.34 (dd, 1 H, J1=9.3 Hz, J2=2.7 Hz), 7.14 (d, 1 H, J=2.7 Hz), 5.67 (d, 1 H, J=16.5 Hz), 5.22(d, 1 H, J=16.5 Hz), 5.09 (s, 2 H), 4.24-4.17 (m, 2 H), 3.90-3.85(m, 2 H), 3.00-2.88 (m, 2 H), 2.12-2.06 (m, 2 H), 1.90-1.76 (m, 2 H), 0.97(t, 3 H, J=7.3 Hz), 0.86-0.80 (m, 2H), 0.11 (s, 9 H). MS (m/z, M+1) 523.6
The synthetic route of 627-32-7 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; BioNumerik Pharmaceuticals, Inc.; US2009/99166; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com