tert-butyl (2S)-1-[2,4-dimethyl-3-[(2-methylquinolin-8-yl)oxymethyl]phenyl]pyrrolidine-2-carboxylate | 597543-19-6

• 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
• 英文名称: tert-butyl (2S)-1-[2,4-dimethyl-3-[(2-methylquinolin-8-yl)oxymethyl]phenyl]pyrrolidine-2-carboxylate
• CAS: 597543-19-6
• 化学式: C₂₈H₃₄N₂O₃
• 分子量: 446.59
• InChiKey: QUJVHFXNULBSGZ-DEOSSOPVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  33
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  51.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  tert-butyl (2S)-1-[2,4-dimethyl-3-[(2-methylquinolin-8-yl)oxymethyl]phenyl]pyrrolidine-2-carboxylate 在 sodium tetrahydroborate 、 三丁基膦 、 diamide 、 三乙胺 、 三氟乙酸 作用下， 以 二氯甲烷 、 水 为溶剂， 生成 2-[[(2S)-1-[2,4-dimethyl-3-[(2-methylquinolin-8-yl)oxymethyl]phenyl]pyrrolidin-2-yl]methyl]isoindole-1,3-dione
  参考文献：
  名称：

  Design and synthesis of novel pyrrolidine-containing bradykinin antagonists

  摘要：

  The design and synthesis of novel pyrrolidine-containing bradykinin antagonists, 11, are described. Conformational analysis suggested that a pyrrolidine moiety could substitute for the N-methyl cis-amide moiety of FR 173657. The in vitro binding data showed that the (S)-isomer of 11 was potent in the bradykinin 132 receptor-binding assay with a K-i of 33 nM. The opposite isomer, (R)-II, had a K-i of 46 nM. The in vitro binding data confirmed our conformational hypothesis. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00309-3
• 作为产物：
  描述：

  8-羟基喹哪啶 在 tris(dibenzylideneacetone)dipalladium (0) 、 三丁基膦 、 三叔丁基膦 、 diamide 、 sodium t-butanolate 作用下， 以 甲苯 为溶剂， 生成 tert-butyl (2S)-1-[2,4-dimethyl-3-[(2-methylquinolin-8-yl)oxymethyl]phenyl]pyrrolidine-2-carboxylate
  参考文献：
  名称：

  Design and synthesis of novel pyrrolidine-containing bradykinin antagonists

  摘要：

  The design and synthesis of novel pyrrolidine-containing bradykinin antagonists, 11, are described. Conformational analysis suggested that a pyrrolidine moiety could substitute for the N-methyl cis-amide moiety of FR 173657. The in vitro binding data showed that the (S)-isomer of 11 was potent in the bradykinin 132 receptor-binding assay with a K-i of 33 nM. The opposite isomer, (R)-II, had a K-i of 46 nM. The in vitro binding data confirmed our conformational hypothesis. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00309-3

文献信息

• Design and synthesis of novel pyrrolidine-containing bradykinin antagonists
  作者：Jung Lee、Charles Reynolds、Michele C Jetter、Mark A Youngman、Dennis J Hlasta、Scott L Dax、Dennis J Stone、Sui-Po Zhang、Ellen E Codd

  DOI：10.1016/s0960-894x(03)00309-3

  日期：2003.6

  The design and synthesis of novel pyrrolidine-containing bradykinin antagonists, 11, are described. Conformational analysis suggested that a pyrrolidine moiety could substitute for the N-methyl cis-amide moiety of FR 173657. The in vitro binding data showed that the (S)-isomer of 11 was potent in the bradykinin 132 receptor-binding assay with a K-i of 33 nM. The opposite isomer, (R)-II, had a K-i of 46 nM. The in vitro binding data confirmed our conformational hypothesis. (C) 2003 Elsevier Science Ltd. All rights reserved.