With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.204512-95-8,(S)-Tetrahydrofuran-3-amine hydrochloride,as a common compound, the synthetic route is as follows.
To a stirred solution of (S)-3-aminotetrahydrofuran hydrochloride (16.0g, 130mmol) in anhydrous THF (250mL) at 0C was added dropwise Et3N (41.5mL, 298mmol) within 20min and stirred another 20min, then a solution of benzyl 2-bromoacetate (29.6g, 130mmol) was added slowly at 0C followed by NaI (1.90g, 13.0mmol). The reaction mixture was stirred at 0C for 30min and then allowed to warm to room temperature and stirred overnight. The solvent was removed under diminished pressure and the residue was treated with water (200mL) and extracted with three 150mL portions of ethyl acetate. The combined organic extracts were dried over Na2SO4 and concentrated under diminished pressure. The residue was purified by chromatography on a silica gel column (30¡Á6cm). Elution with 3:1 hexanes-ethyl acetate gave 3a as a yellow oil: yield 17.1g (56.1%). 1H NMR (400MHz, CDCl3) delta 7.39-7.30 (m, 5H), 5.16 (s, 2H), 3.91 (dd, J=15.6, 7.6Hz, 1H), 3.80-3.74 (m, 2H), 3.57 (dd, J=9.2, 3.6Hz, 1H), 3.44 (d, J=1.2Hz, 2H), 3.41-3.36 (m, 1H), 2.08-2.00 (m, 1H), 1.76-1.68 (m, 2H); LC-MS (ESI) [M+H]+ m/z 236.2.
204512-95-8, 204512-95-8 (S)-Tetrahydrofuran-3-amine hydrochloride 18664284, aTetrahydrofurans compound, is more and more widely used in various fields.
Reference£º
Article; Bai, Xiaoguang; Yang, Zhiheng; Zhu, Mei; Dong, Biao; Zhou, Lei; Zhang, Guoning; Wang, Juxian; Wang, Yucheng; European Journal of Medicinal Chemistry; vol. 137; (2017); p. 30 – 44;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem