CAS: 183890-34-8; (R)-Methyl 6-Oxopiperidine-2-Carboxylate

该化合物是一种手性管里丁衍生物,其特征是6位置的氯酮功能和2位置的甲基酯组.其立体特性(R)配置使其在非对称合成中成为有价值的中间体,特别是用于制备药品和生物活性化合物.该化合物的硬性管里丁脚架和反应性碳基组能够使其在循环,凝聚和功能化反应中使用.高对称纯度能确保手力合成应用的一贯性能.它适合用于医药化学和消化器,对复杂的分子框架中的立体化学进行精确控制.建议在惰性条件下储存以保持稳定.

英文名称(R)-Methyl 6-Oxopiperidine-2-Carboxylate
中文名称(R)-6-氧代哌啶-2-羧酸甲酯
IUPAC名称(R)-Methyl 6-oxopiperidine-2-carboxylate
其它别名(2R)-6-氧代-2-哌啶羧酸甲酯; Methyl (2R)-6-Oxopiperidine-2-Carboxylate
CAS编号183890-34-8
MFCD编号:MFCD13183953
EINECS号:817-003-5
分子式:C7H11NO3
分子量:157.17
产品CID: 944060
产品分类有机原料→分子砌块→脂肪杂环类化合物→哌啶类化合物

相似结构搜索
InChIKey: UKQLYCSMIVXPDB-RXMQYKEDSA-N
InChI=1S/C7H11NO3/c1-11-7(10)5-3-2-4-6(9)8-5/h5H,2-4H2,1H3,(H,8,9)/t5-/m1/s1…
计算化学: 氢键受体数3.0氢键供体数1.0可旋转键数1.0

相似化合物

111479-60-8 34622-39-4 3770-22-7

物理性质

沸点316 °C at 760 mmHg
闪点145°C
密度1.150
pKa:14.71±0.40(预测)
PSA:55.4
LogP:-0.1719
储存条件2-8°C, sealed storage, away from moisture

MSDS等安全信息

GHS符号GHS07
危险类别急性毒性类别4(经口)
特定目标器官毒性 - 单次接触类别3
皮肤腐蚀/刺激类别2
严重眼刺激类别2A
警示词Warning
危险描述H302 |吞咽有害.
H335 |可能引起呼吸道刺激.
H315 |造成皮肤刺激.
H319 |造成严重眼刺激.
防范说明P264-P270-P301+P312-P330-P501-P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362
安全声明H303+H313+H333

欧盟法规

C&L通报

上下游产品

D-6-氧代哌啶-2-甲酸 (R)-6-Oxopiperidine-2-Carboxylic Acid 72002-30-3

合成工艺路线路线简述

合成目标产物 2-Piperidinecarboxylicacid,6-Oxo-,Methylester,(2R)-(9CI) 主要起始原料 1,2-Piperidinedicarboxylic Acid, 6-Oxo-, 1-(1,1-Dimethylethyl) 2-Methyl Ester, (2R)-
(文献来源)合成步骤主要原料 1,2-Piperidinedicarboxylic Acid, 6-Oxo-, 1-(1,1-Dimethylethyl) 2-Methyl Ester, (2R)-

D-2-氨基己二酸置于溶剂黄146体系中,化学反应生成(2R)-6-氧代-2-哌啶羧酸甲酯
参考文献:Lactams As Prostanoid Receptor Ligands. Part 4: 2-Piperidones As Selective Ep4 Receptor Agonists
标题:Lactams As Prostanoid Receptor Ligands. Part 4: 2-Piperidones As Selective Ep4 Receptor Agonists
摘要:2-Piperidones Were Prepared Bearing Heptanoic Acid Or A Thioether Heptanoic Acid At The I-Position As Well As Appropriately Substituted At The 6-Position To Mimic The Structure Of Prostaglandins. The Stereochemical Purity At The 6-Position Was Determined To Be >= 95% Ee For An Advanced Synthetic Intermediate. The 2-Piperidones Were Identified As Potent Agonists At The Ep4 Prostanoid Receptor. They Displayed A High Affinity (K-I 5-130 Nm) At Ep4 And Subtype Selectivity. (C) 2005 Elsevier Ltd. All Rights Reserved.
Doi:10.1016/j.Bmcl.2005.03.059