142851-03-4 N-Boc-4-哌啶甲酸乙酯

中文名称: N-Boc-4-哌啶甲酸乙酯
英文名称: Ethyl N-Boc-piperidine-4-carboxylate
CAS号
分子式: C₁₃H₂₃NO₄
分子量: 257.33
更新日期: 2026-06-23

名称和标识

中文名: N-Boc-4-哌啶甲酸乙酯
英文名: Ethyl N-Boc-piperidine-4-carboxylate
CAS号: 142851-03-4
分子式: C13H23NO4
分子量: 257.33
中文别名: 1-Boc-4-哌啶甲酸乙酯; 1-(叔丁氧羰基)-4-哌啶甲酸乙酯; 哌啶-1,4-二甲酸1-叔丁基4-乙酯; 哌啶-1,4-二羧酸1-叔丁基酯4-乙酯; 1-叔丁基4-乙基哌啶-1,4-二羧酸酯; 1-Boc-异哌啶酸乙酯; N-BOC-4-甲酸乙酯哌啶

词条详情加载中…

生产及用途

用途与制备

化学合成，用于与含杂环溴化物和氯化物进行酯的钯催化α-芳基化(生成例如4-吡啶哌啶酯)的底物。

医药

合成路线 1（1. 合成：142851-03-4）

产率：100% 合成条件：With triethylamine In dichloromethane 实验步骤：哌啶-1,4-二羧酸1-叔丁基酯-4-乙酯在0℃下，向异哌啶酸乙酯（5.00g，0.032mol）和三乙胺（4.9mL，0.035mmol）的二氯甲烷（25mL）溶液中加入缓慢加入二碳酸二叔丁酯（7.2g，0.033mol）的二氯甲烷（25mL）溶液。将反应混合物在室温下搅拌过夜，然后用硫酸氢钾洗涤三次并用盐水洗涤一次。有机萃取液用无水硫酸钠干燥，过滤并真空浓缩，得到所需产物（8.23g，100％），为无色油状物。 1H NMR（C6D6,500MHz）δ3.88（q，J = 7.5Hz，2H），2.52（m，1H），1.60-1.48（m，8H），1.42（s，9H），0.92（t，3H）。质谱：280.44（M + Na）+。 参考文献：

[1] Patent: US2004/204397, 2004, A1 [2] Patent: US2003/144302, 2003, A1 [3] Patent: US2002/55631, 2002, A1 [4] Patent: US2002/86887, 2002, A1 [5] Patent: US5716965, 1998, A [6] Patent: US2002/111492, 2002, A1 [7] Patent: US2004/19058, 2004, A1 [8] Journal of Medicinal Chemistry, 2017, vol. 60, # 11, p. 4680 - 4692 [9] Patent: US5891889, 1999, A [10] Patent: US6172076, 2001, B2

合成路线 2（2. 合成：142851-03-4）

产率：92.98% 合成条件：With triethylamine In dichloromethane at 20℃; for 16 h; 实验步骤：在室温下向搅拌的乙基哌啶-4-羧酸盐酸盐（12.0g，62.33mmol）的DCM（200mL）溶液中滴加TEA（18.92g，187.01mmol），并将反应搅拌15分钟。 15分钟后，加入Boc酐（20.40g，93.50mmol）并搅拌16小时。通过TLC监测反应。完成后，将反应用水淬灭，用DCM萃取。将有机层用水，NaHCO 3，盐水洗涤，用Na 2 SO 4干燥，减压蒸发，得到叔丁基乙基哌啶-1,4-二甲酸酯（20.15g，92.98％），为白色固体。（0364）MS：258.16 [M + +1] 参考文献：

[1] Journal of Medicinal Chemistry, 2008, vol. 51, # 15, p. 4430 - 4448 [2] Patent: US2017/291910, 2017, A1. Location in patent: Paragraph 0362-0364

合成路线 3（3. 合成：142851-03-4）

产率：100% 合成条件：With triethylamine In dichloromethane at 0 - 20℃; 实验步骤：在[0℃]下，向异哌啶酸乙酯（5.00g，0.032mol）和三乙胺（4.9 [ML，] 0.035mmol）的二氯甲烷（25mL）溶液中缓慢加入二碳酸二叔丁酯（7.2g）的溶液。，0.033mol）的二氯甲烷（25mL）溶液。将反应混合物在室温下搅拌过夜，然后用硫酸氢钾洗涤三次并用盐水洗涤一次。有机萃取液用无水硫酸钠干燥，过滤并真空浓缩，得到所需产物（8.23g，100％），为无色[OIL。 1H] NMR [（C6D6，] 500MHz）[5] 3.88（q，J = 7.5Hz，2H），2.52（m，1H），1.60-1。 48 [（M，] 8H），1.42（s，9H），0.92（t，3H）。质谱：280.44（M + Na）[+。] 参考文献：

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