With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.125552-89-8,4-(Bromomethyl)tetrahydropyran,as a common compound, the synthetic route is as follows.
To a stirred suspension of 3-bromo-N-(4-ethyl-phenyl)-4-hydroxy-N-isobutyl-benzenesulfonamide (11, 2.20 g, 5.34 mmol)and Cs2CO3 (3.48 g, 10.7 mmol) in DMF (44 mL), was added 4-(bromomethyl)tetrahydropyran (1.15 g, 6.40 mmol). The reactionmixture was stirred at 80 C for 16 h, cooled to r.t. and quenchedwith water (5.0 mL). The reaction mixture was extracted withEtOAc (2 50 mL) and the organic phases were combined, washedwith a saturated solution of sodium carbonate, brine, dried overMgSO4 and concentrated to dryness. The residue was trituratedwith heptane and the solid obtained was collected by filtration anddried to a constant weight in a vacuum oven at 40 C to afford thetitle compound (2.36 g, 87%) as a white solid: UPLC-MS(tR 1.52 min, purity 100%), ESI m/z 510.11/512.11 (MH); 1HNMR (400 MHz, CDCl3) d 7.77 (d, J 2.3 Hz, 1H), 7.46 (dd, J 8.6,2.3 Hz, 1H), 7.21e7.09 (m, 2H), 7.04e6.93 (m, 2H), 6.87 (d, J 8.6 Hz,1H), 4.07 (ddd, J 11.6, 5.0, 1.8 Hz, 2H), 3.94 (d, J 6.4 Hz, 2H), 3.50(td, J 11.6, 2.1 Hz, 2H), 3.29 (d, J 7.3 Hz, 2H), 2.67 (q, J 7.6 Hz,2H), 2.19 (m, 1H), 1.83 (m, 2H), 1.67e1.49 (m, 2H), 1.26 (t, J 7.6 Hz,3H), 0.93 (d, J 6.6 Hz, 6H)., 125552-89-8
The synthetic route of 125552-89-8 has been constantly updated, and we look forward to future research findings.
Reference£º
Article; Lafitte, Guillaume; Parnet, Veronique; Pierre, Romain; Raffin, Catherine; Vatinel, Rodolphe; Musicki, Branislav; Tomas, Loic; Bouix-Peter, Claire; Ouvry, Gilles; Daver, Sebastien; Arlabosse, Jean-Marie; Boiteau, Jean-Guy; Gerfaud, Thibaud; Harris, Craig S.; Tetrahedron; vol. 74; 40; (2018); p. 5974 – 5986;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics