路线1:1-苄基吡咯烷-3-羧酸乙酯催化氢化脱苄基
- 原料:1-苄基吡咯烷-3-羧酸乙酯(10.00g,42.9mmol)、乙醇(200mL)、10%Pd/C(2.0g)
- 条件:60psi氢气压力下反应6小时
- 步骤:将原料溶于乙醇,加入Pd/C,氢化反应后过滤除去催化剂,滤液浓缩得粗产物
- 产率:100%
- 表征:1H NMR(CDCl3)δ 4.16(q,2H),3.02-3.17(m,3H),2.82-2.94(m,2H),1.91-2.07(m,2H),1.26(t,3H);LCMS(APCI+)m/z 144(100%,MH+)
- 参考文献:
- Patent: WO2005/49602, 2005, A1. Location in patent: Page/Page column 89; 90; 129; 130
- Patent: WO2005/49605, 2005, A1. Location in patent: Page/Page column 117; 118; 157; 158
- Patent: US2010/120793, 2010, A1. Location in patent: Page/Page column 36
- Journal of Medicinal Chemistry, 1992, vol. 35, # 2, p. 233 - 241
- Patent: US5686463, 1997, A
- Patent: WO2003/103669, 2003, A1. Location in patent: Page 71-72
路线2:吡咯烷-3-羧酸与乙醇酯化
- 原料:吡咯烷-3-羧酸(500mg,4.34mmol)、乙醇(25mL)、亚硫酰氯(5mL)
- 条件:0℃加入亚硫酰氯,80℃搅拌12-16小时
- 步骤:将原料溶于乙醇,冷至0℃加入亚硫酰氯,升温反应后减压浓缩得粗产物
- 产率:600mg(粗品)
- 表征:MS(ESI):m/z 144(M + H)
- 参考文献:
- Patent: US2015/5280, 2015, A1. Location in patent: Paragraph 0670 - 0672
- Molecules, 2017, vol. 22, # 10