4-甲基苯磺酸 (氧杂环丁烷-3-基)甲酯在医药和农药领域有应用,具体用途未在输入数据中详细说明。
医药; 农药
路线1:
- 步骤: 将30%NaOH水溶液(1.99mL; 19.9mmol)逐渐加入到对甲苯磺酰氯(2.6g; 13.6mmol)和苄基三乙基氯化铵(CAS 56-37-1)(0.194g; 0.85mmol)的溶液中。在5℃下加入甲苯(5mL)。在10℃以下逐滴加入3-氧杂环丁烷甲醇(CAS 6246-06-6)(0.915mL; 11.35mmol)。将反应混合物在10℃以下搅拌1小时并在室温下搅拌5小时。将反应混合物倒入冰中,用DCM萃取(3次)。将有机层用MgSO₄干燥,过滤并蒸发溶剂,得到2.49g(91%)中间体49。
- 条件: With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide In water; toluene at 5 - 20℃; for 6 h;
- 收率: 91%
- 参考文献: [1] Patent: WO2013/61080, 2013, A1. Location in patent: Page/Page column 161; 162 [2] Patent: WO2018/154466, 2018, A1. Location in patent: Paragraph 00451; 00453; 0054 [3] Patent: WO2014/49047, 2014, A1. Location in patent: Page/Page column 85; 86 [4] Patent: US2015/210685, 2015, A1. Location in patent: Paragraph 0570-0571 [5] Patent: WO2015/186056, 2015, A1. Location in patent: Page/Page column 105 [6] Patent: WO2016/41892, 2016, A1. Location in patent: Page/Page column 49 [7] Patent: US9382243, 2016, B2. Location in patent: Page/Page column 81 [8] Patent: WO2016/177655, 2016, A1. Location in patent: Page/Page column 129; 130 [9] Patent: WO2017/112768, 2017, A1. Location in patent: Page/Page column 105; 106
路线2:
- 步骤: 通用方法:A-1)向4-甲氧基丁-2-基4-甲基苯磺酸盐的溶液中向1-甲氧基丁-2-醇(1.10mL)的吡啶(5mL)溶液中滴加溶液在0℃下,在30分钟或更长时间内,在吡啶(15mL)中加入4-甲基苯磺酰氯(2.75g)。将反应混合物在室温下搅拌过夜,并倒入冰水中。将反应混合物在0℃下搅拌1小时,过滤收集沉淀物,并用冷水洗涤。所获得的固体通过硅胶柱色谱(己烷/乙酸乙酯)纯化,得到标题化合物(2.23g)。
- 条件: With pyridine In pyridine at 0 - 35℃; Cooling with ice
- 收率: 287 mg
- 1H NMR数据: δ0.74(3H,t,J = 7.4Hz),1.45-1.66(2H,m),2.42(3H,s),3.12(3H,s),3.33-3.40(2H,m),4.46-4.60(1H,m),7.46(2H,d,J = 7.9Hz),7.74-7.84(2H,m)。