(2R)-2-(phenoxymethyl)pyrrolidine | 182323-68-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (2R)-2-(phenoxymethyl)pyrrolidine
• 英文别名: (R)-2-(phenoxymethyl)pyrrolidine
• CAS: 182323-68-8
• 化学式: C₁₁H₁₅NO
• 分子量: 177.246
• InChiKey: CVINTVJDIQIIGZ-SNVBAGLBSA-N

物化性质

• 沸点：
  277.3±13.0 °C(Predicted)
• 密度：
  1.017±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  21.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-Methyl-1,3-dioxo-2-(1,3,5-trimethyl-1H-pyrazol-4-yl)-2,3-dihydro-1H-pyrrolo[3,4-c]quinoline-8-sulfonyl chloride 、 (2R)-2-(phenoxymethyl)pyrrolidine 以 二甲基亚砜 为溶剂， 反应 0.5h， 生成 4-Methyl-8-((S)-2-phenoxy-pyrrolidine-1-sulfonyl)-2-(1,3,5-trimethyl-1H-pyrazol-4-yl)-pyrrolo[3,4-c]quinoline-1,3-dione
  参考文献：
  名称：

  1,3-Dioxo-4-methyl-2,3-dihydro-1H-pyrrolo[3,4-c]quinolines as potent caspase-3 inhibitors

  摘要：

  Synthesis, biological evaluation and structure-activity relationships for a series of novel nonpeptide small molecule inhibitors of caspase-3 are described. Among the studied compounds, 8-sulfamide derivatives of 1,3-dioxo-4-methyl-2,3-dihydro-1H-pyr-rolo [3,4-c]quinolines have been identified as potent inhibitors of caspases-3. The most active compound within this series (8f) inhibited caspase-3 with IC50 = 4 nM. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.02.027
• 作为产物：
  描述：

  N-(tert-butoxycarbonyl)-D-proline 在 硼烷 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 (2R)-2-(phenoxymethyl)pyrrolidine
  参考文献：
  名称：

  2-(Aryloxymethyl) azacyclic analogues as novel nicotinic acetylcholine receptor (nAChR) ligands

  摘要：

  A series of 2-(aryloxymethyl) azetidine and pyrrolidine nAChR ligands in which the 3-pyridyl moiety of a previously described series(1) was replaced by a substituted phenyl group was explored. Aromatic substitution afforded analogues with K-i values ranging from 3 Co >10,000 nM. Generally, substitution at the ortho- and para-position was unfavorable, whereas electron-withdrawing groups at the meta-position improved the Ki values. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0960-894x(96)00416-7

文献信息

• [EN] COMPOUNDS TARGETING RNA-BINDING PROTEINS OR RNA-MODIFYING PROTEINS<br/>[FR] COMPOSÉS CIBLANT DES PROTÉINES DE LIAISON À L'ARN OU DES PROTÉINES MODIFIANT L'ARN
  申请人：TWENTYEIGHT SEVEN INC

  公开号：WO2021178420A1

  公开（公告）日：2021-09-10

  The invention relates to a compound represented by Formula (I): or a pharmaceutically acceptable salt thereof, compositions comprising the same and methods of preparing and using the same. The variables are described herein.

  该发明涉及由化学式（I）表示的化合物，或其药用可接受盐，包括含有该化合物的组合物以及制备和使用该化合物的方法。这里描述了变量。
• NOVEL HETEROCYCLIC COMPOUNDS AS METAP-2 INHIBITORS
  申请人：Heinrich Timo

  公开号：US20110281859A1

  公开（公告）日：2011-11-17

  Compounds of the formula I, in which D, X, Y, Z, R and R 1 have the meanings indicated in Claim 1 , are inhibitors of methionine aminopeptidase and can be employed for the treatment of tumours.

  公式I中的化合物，其中D、X、Y、Z、R和R1具有权利要求1中指示的含义，是蛋氨酸氨肽酶的抑制剂，可用于肿瘤的治疗。
• [EN] SEPARATION OF ENANTIOMERS OF 3-ETHYLBICYCLO[3.2.0]HEPT-3-EN-6-ONE<br/>[FR] SÉPARATION D'ÉNANTIOMÈRES DE 3-ÉTHYLBICYCLO[3.2.0]HEPT-3-EN-6-ONE
  申请人：NOVASSAY SA

  公开号：WO2016146299A1

  公开（公告）日：2016-09-22

  A process to isolate a compound of Formula (2a) or a salt or solvate thereof, comprising a) reacting a mixture of diastereoisomers of Formulae (2a, 2b) with a basic heterocyclic-aldehyde compound and an optically active amine in the presence of a base; and b) separating the compound of Formula (2a) from the product of step a) by acid extraction. The compound of Formula (2a) may be produced with an enantiomeric excess of 98%. Compounds of Formula (2a) are useful intermediates in a process to prepare a bicyclic γ - amino tetrazole derivative of Formula (I) which finds utility in treating neuropathic pain and disorders of the central nervous system.

  一种分离化合物公式（2a）或其盐或溶剂化物的方法，包括a）在碱的存在下，将公式（2a，2b）的对映异构体混合物与一种碱性杂环醛化合物和一种手性活性胺反应；和b）通过酸提取从步骤a）的产物中分离出公式（2a）的化合物。公式（2a）的化合物可具有98％的对映体过量。公式（2a）的化合物是制备公式（I）的双环γ-氨基四唑衍生物的有用中间体，在治疗神经病理性疼痛和中枢神经系统障碍方面具有实用性。
• Optical Resolution Method for Bicyclic Compound Using Asymmetric Catalyst
  申请人：Daiichi Sankyo Company, Limited

  公开号：US20140296569A1

  公开（公告）日：2014-10-02

  An optically active bicyclic compound is efficiently produced by optical resolution using an optically active amine.

  使用光学分辨法，利用光学活性胺高效地制备了光学活性的双环化合物。
• OPTICAL RESOLUTION METHOD FOR BICYCLIC COMPOUND USING ASYMMETRIC CATALYST
  申请人：Daiichi Sankyo Company, Limited

  公开号：EP2792664A1

  公开（公告）日：2014-10-22

  An optically active bicyclic compound is efficiently produced by optical resolution using an optically active amine.

  通过使用光学活性胺进行光学解析，可高效生产出光学活性双环化合物。