2-苯基-2-(吡咯烷-1-基)乙酸甲酯 | 100609-39-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 2-苯基-2-(吡咯烷-1-基)乙酸甲酯
• 英文名称: methyl 2-phenyl-2-(pyrrolidin-1-yl)acetate
• 英文别名: methyl 2-phenyl-2-pyrrolidin-1-ylacetate
• CAS: 100609-39-0
• 化学式: C₁₃H₁₇NO₂
• mdl: MFCD27578926
• 分子量: 219.283
• InChiKey: NVTLFQBLMSATNO-UHFFFAOYSA-N

物化性质

• 沸点：
  297.8±28.0 °C(Predicted)
• 密度：
  1.122±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.461
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 储存条件：
  | 室温 |

反应信息

• 作为反应物：
  描述：

  2-苯基-2-(吡咯烷-1-基)乙酸甲酯 在 盐酸 作用下， 生成 2-phenyl-2-(pyrrolidin-1-yl)acetic acid hydrochloride
  参考文献：
  名称：

  Najer et al., Bulletin de la Societe Chimique de France, 1958, p. 1189,1190

  摘要：

  DOI：
• 作为产物：
  描述：

  DL-扁桃酸甲酯 在 氯化亚砜 、 苯 作用下， 生成 2-苯基-2-(吡咯烷-1-基)乙酸甲酯
  参考文献：
  名称：

  Najer et al., Bulletin de la Societe Chimique de France, 1958, p. 1189,1190

  摘要：

  DOI：

文献信息

• Tandem <i>N</i>,<i>N</i>-Dialkylation Reaction of <i>N</i>-Trimethylsilyl α-Iminoesters Utilizing an Umpolung Reaction and Characteristics of the Silyl Substituent: Synthesis of Pyrrolidine, Piperidine, and Iminodiacetate
  作者：Isao Mizota、Yurie Tadano、Yusuke Nakamura、Tomoki Haramiishi、Miyuki Hotta、Makoto Shimizu

  DOI：10.1021/acs.orglett.9b00654

  日期：2019.4.19

  with organometallics gave directly N-alkylaminoesters in high yields without the need for removing a protecting group at the nitrogen atom. Efficient syntheses of pyrrolidines, piperidines, and iminodiacetate derivatives were also developed via tandem N,N- or N,C-dialkylation reactions utilizing characteristics of the silyl substituent. Furthermore, under the influence of silica gel, the addition of

  N-三甲基甲硅烷基α-亚氨基酯与有机金属的Umpolung反应可以高产率直接得到N-烷基氨基酯，而无需除去氮原子上的保护基。吡咯烷，哌啶和亚氨基二乙酸酯衍生物的有效合成还通过串联的N，N-或N，C-二烷基化反应，利用甲硅烷基取代基的特性来开发。此外，在硅胶的影响下，向亚氨基氮中加入烯醇化物以得到亚氨基二乙酸酯衍生物。
• Electrochemical Oxidative Coupling Between Benzylic C(sp³)–H and N–H of Secondary Amines: Rapid Synthesis of α-Amino α-Aryl Esters
  作者：Yadav Kacharu Nagare、Imtiyaz Ahmad Shah、Jyothi Yadav、Amol Prakash Pawar、Rahul Choudhary、Pankaj Chauhan、Indresh Kumar

  DOI：10.1021/acs.joc.1c00944

  日期：2021.7.16

  intermolecular electrochemical coupling between the benzylic C(sp3)–H bond and various secondary amines is reported. The electronic behavior of two electronically rich units viz the α-position of α-aryl acetates and amines was engineered electrochemically, thus facilitating their reactivity for the direct access of α-amino esters. A series of acyclic/cyclic secondary amines and α-aryl acetates were tested to furnish

  报道了苄基 C(sp 3 )-H 键和各种仲胺之间的分子间电化学耦合。两个富含电子的单元（即 α-芳基乙酸酯和胺的 α-位）的电子行为是通过电化学设计的，从而促进了它们直接获得 α-氨基酯的反应性。测试了一系列无环/环状仲胺和 α-芳基乙酸酯，以在温和条件下以高产率（高达 92%）提供相应的 α-氨基酯。
• Neuropeptide Y antagonists
  申请人：Pfizer Inc.

  公开号：US06407120B1

  公开（公告）日：2002-06-18

  The compound is a neuropeptide Y antagonist and is effective in treating feeding disorders, cardiovascular diseases and other physiological disorders.

  这种化合物是一种神经肽Y拮抗剂，对治疗进食障碍、心血管疾病和其他生理紊乱有效。
• Amide derivatives useful as Neuropeptide Y (NPY) antagonists
  申请人：Pfizer Products Inc.

  公开号：EP1033366A3

  公开（公告）日：2000-12-27

  A compound of the formula: wherein: K is phenyl, 2-pyridyl. 3-pyridyl or 4-pyridyl, each ring optionally substituted with one to three substituents selected from halogen, C1-C3alkyl, C1-C3perfluoroalkyl, C1-C3alkoxy and C1-C3perfluoroalkoxy; L is H, C3-C8cycloalkyl, phenyl, 2-pyridyl, 3-pyridyl or 4-pyridyl; wherein each phenyl and pyridyl ring may be substituted with one to three substituents selected from C1-C3alkyl, C1-C3alkoxy and halogen;Z IS -COR3, -CONR1R2, -NR1R2 and SO2R4;X and Y are CH or N, with the proviso that one of X and Y must be CH;n is an integer from 0 to 3;m and p are independently selected from the integers 1 to 3;Q is O, NR, CHR;R is hydrogen or C1-C6alkyl;R1 and R2 are independently selected from hydrogen, C1-C6alkyl, (CH2)mphenyl, (CH2)mpyridyl, or R1 and R2 may be taken together with the nitrogen to which they are attached to form a 4 to 8 numbered ring optionally containing O, NH or NR;R3 is C1-C6alkyl; R4 is -NR1R2, -NH(CH2)mphenyl, -N(C4-C8cycloalkyl)2 and -NH(C4-C8cycloalkyl); or a pharmaceutically acceptable salt thereof.The compound is a neuropeptide Y antagonist and is effective in treating feeding disorders, cardiovascular diseases and other physiological disorders.

  一个化合物的公式：其中：K是苯基，2-吡啶基，3-吡啶基或4-吡啶基，每个环可选择地用从卤素，C1-C3烷基，C1-C3全氟烷基，C1-C3烷氧基和C1-C3全氟烷氧基中选择的一个到三个取代基取代；L是H，C3-C8环烷基，苯基，2-吡啶基，3-吡啶基或4-吡啶基；其中每个苯基和吡啶基环可用从C1-C3烷基，C1-C3烷氧基和卤素中选择的一个到三个取代基取代；Z是-COR3，-CONR1R2，-NR1R2和SO2R4；X和Y是CH或N，条件是X和Y中的一个必须是CH；n是从0到3的整数；m和p是独立地从整数1到3中选择的；Q是O，NR，CHR；R是氢或C1-C6烷基；R1和R2是独立地从氢，C1-C6烷基，(CH2)m苯基，(CH2)m吡啶基中选择，或R1和R2可以与它们连接的氮一起形成一个含有O，NH或NR的4到8编号环；R3是C1-C6烷基；R4是-NR1R2，-NH(CH2)m苯基，-N(C4-C8环烷基)2和-NH(C4-C8环烷基)；或其药学上可接受的盐。该化合物是一种神经肽Y拮抗剂，对治疗进食障碍，心血管疾病和其他生理障碍有效。
• A formal method for the de-N,N-dialkylation of Sommelet–Hauser rearrangement products
  作者：Eiji Tayama、Ryota Sato、Keisuke Takedachi、Hajime Iwamoto、Eietsu Hasegawa

  DOI：10.1016/j.tet.2012.04.015

  日期：2012.6

  Selective amine de-alkylation enables the conversion of Sommelet–Hauser rearrangement products into 2-aryl-2-bromoacetic acid derivatives. These compounds are valuable synthetic intermediates in the synthesis of α-aryl-α-amino or α-aryl-β-amino acid derivatives. The method presented herein is a formal de-N,N-dialkylation of Sommelet–Hauser rearrangement products.

  选择性胺脱烷基可使Sommelet-Hauser重排产物转化为2-芳基-2-溴乙酸衍生物。这些化合物是α-芳基-α-氨基或α-芳基-β-氨基酸衍生物的合成中有价值的合成中间体。本文介绍的方法是Sommelet-Hauser重排产物的正式N-，N-二烷基化反应。