324769-06-4 1-BOC-3,3-二甲基-4-氧代哌啶

中文名称: 1-BOC-3,3-二甲基-4-氧代哌啶
英文名称: 1-(tert-Butoxycarbonyl)-3,3-dimethyl-4-oxopiperidine
CAS号

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名称和标识

中文名: 1-BOC-3,3-二甲基-4-氧代哌啶
英文名: 1-(tert-Butoxycarbonyl)-3,3-dimethyl-4-oxopiperidine
CAS号: 324769-06-4
分子式: C12H21NO3
分子量: 227.3
中文别名: 1-Boc-3,3-二甲基-4-氧代哌啶; 3,3-二甲基-4-氧代-1-哌啶羧酸叔丁酯; N-BOC-3,3-二甲基-4-哌啶酮; 1-(叔丁氧羰基)-3,3-二甲基-4-氧代哌啶; 1-BOC-3,3-二甲基-4-哌啶酮; 3,3-二甲基-4-氧代哌啶-1-甲酸叔丁酯; 3,3-二甲基-4-氧代-哌啶-1-羧酸叔丁酯; 叔-丁基 3,3-二甲基-4-氧亚基哌啶-1-甲酸基酯; 3,3-二甲基-4-氧代-1-哌啶羧酸-1,1-二甲基乙酯
英文别名: 1,1-Dimethylethyl 3,3-dimethyl-4-oxo-1-piperidinecarboxylate; tert-butyl 3,3-dimethyl-4-oxopiperidine-1-carboxylate; 1-Piperidinecarboxylic acid, 3,3-diMethyl-4-oxo-, 1,1-diMethylethyl ester; 1-tert-Butoxycarbonyl-3,3-dimethyl-4-piperidone; 1-tert-Butyloxycarbonyl-3,3-dimethyl-4-piperidone; 3,3-Dimethyl-4-oxo-1-piperidinecarboxylic acid tert-butyl ester; 2-Methyl-2-propanyl 3,3-dimethyl-4-oxo-1-piperidinecarboxylate; 3,3-dimethyl-4-oxo-1-piperidinecarboxylic acid 1,1-dimethylethyl ester; tert-Butyl 3,3-dimethyl-4-oxo-piperidine-1-carboxylate; tert-butyl 3,3-dimethyl-4-piperidine-1-carboxylate; 3,3-Dimethyl-4-oxo-piperidine-1-carboxylic acid tert-butyl ester

物化属性

Log S (ESOL): -2.0
LogP: 1.42
Molar Refractivity: 66.15
Num. H-bond acceptors: 3.0
Num. H-bond donors: 0.0

安全信息

安全说明

危险性质：非危险化学品

生产及用途

用途与制备

化学合成。

医药; 化工

合成路线 1（1. 合成：324769-06-4）

产率：88.5% 合成条件：With hydrogen In methanol at 20℃; for 16 h; 实验步骤：将10.14克（46.66毫摩尔）1-苄基-3,3-二甲基-4-氧代哌啶，1.03克10％钯碳和11.09克（50.81毫摩尔）二碳酸二叔丁酯在210毫升甲醇中的混合物吹扫3 氮气时间和氢气时间3次。将混合物置于50psig氢气下，并在室温下振荡16小时。将反应混合物通过硅藻土床和玻璃微纤维纸过滤。减压浓缩滤液，将残余物进行硅胶色谱，用含20％乙酸乙酯的己烷洗脱。合并含有产物的级分并减压浓缩，得到9.38g（88.5％）1-（叔丁氧基羰基）-3,3-二甲基-4-氧代哌啶 参考文献：

[1] Patent: EP1204659, 2003, B1. Location in patent: Page/Page column 27 [2] Patent: EP1204660, 2004, B1. Location in patent: Page 18 [3] Patent: EP1204660, 2004, B1. Location in patent: Page 16-17 [4] Bioorganic and Medicinal Chemistry Letters, 2003, vol. 13, # 10, p. 1627 - 1629 [5] Patent: US2002/169155, 2002, A1 [6] Patent: US2005/70549, 2005, A1 [7] Patent: US2016/31908, 2016, A1. Location in patent: Paragraph 1195; 1196

合成路线 2（2. 合成：324769-06-4）

产率：76% 合成条件：Stage #1: With sodium hydride In tetrahydrofuran at 0℃; for 0.50 h; Stage #2: at 23℃; for 48 h; 实验步骤：在N 2气氛下将化合物1（15.95g，0.080mol）溶解在THF（400ml）中并冷却至0℃。分批加入NaH（6.72g，60％油溶液，0.168mol），并搅拌反应混合物在0℃下保持30分钟。加入CH 3 I（28.5g，12.5ml，0.201mol），并将反应混合物在23℃下搅拌48小时。除去溶剂，加入水，并将所得混合物用Et 2 O萃取。将合并的有机萃取液干燥（MgSO 4），过滤并浓缩。将粗产物从戊烷中重结晶两次，得到8.97g（0.039mol，49％）产物89，为白色固体。通过硅胶色谱法（洗脱液：5％EtOAc-己烷至20％EtOAc-己烷）纯化母液，得到另外5.00g（0.022mol，27％）产物89，为白色固体。 MS（M + 1）：m / e 228。：

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324769-06-4 1-BOC-3,3-二甲基-4-氧代哌啶