α-(R)-(3-(R)-Formyl-4-(S)-phenyl-pyrrolidin-1-yl)cyclohexaneacetic acid, para-methoxybenzyl ester | 300854-17-5

• 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: α-(R)-(3-(R)-Formyl-4-(S)-phenyl-pyrrolidin-1-yl)cyclohexaneacetic acid, para-methoxybenzyl ester
• 英文别名: 2-(R)-(3-(R)-Formyl-4-(S)-phenylpyrrolidin-1-yl)-2-(cyclohexyl) acetic acid, (4-methoxy)benzyl ester；2-(R)-(3-(R)-formyl-4-(S)-phenylpyrrolidin-1-yl)-2-(cyclohexyl)acetic acid, (4-methoxy)benzyl ester；alpha-(R)-(3-(R)-formyl-4-(S)-phenylpyrrolidin-1-yl)-cyclohexaneacetic acid 4-methoxybenzyl ester；(4-methoxyphenyl)methyl (2R)-2-cyclohexyl-2-[(3R,4S)-3-formyl-4-phenylpyrrolidin-1-yl]acetate
• CAS: 300854-17-5
• 化学式: C₂₇H₃₃NO₄
• 分子量: 435.563
• InChiKey: AOVPKAWHHYMCPC-LGPLSSKUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  32
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  55.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  α-(R)-(3-(R)-Formyl-4-(S)-phenyl-pyrrolidin-1-yl)cyclohexaneacetic acid, para-methoxybenzyl ester 在 三乙酰氧基硼氢化钠 、 三氟乙酸 作用下， 以 二氯甲烷 、 苯甲醚 为溶剂， 生成 α-(R)-(3-(S)-((4-Benzotriazol-1-yl-piperidin-1-yl)methyl)-4-(S)-phenylpyrrolidin-1-yl)-cyclohexaneacetic Acid
  参考文献：
  名称：

  Potent 1,3,4-trisubstituted pyrrolidine CCR5 receptor antagonists: effects of fused heterocycles on antiviral activity and pharmacokinetic properties

  摘要：

  A series of 1,3,4-trisubstituted pyrrolidine CCR5 receptor antagonists containing a variety of fused heterocycles at the 4-position of the piperidine side chain has been discovered, which are orally bioavailable with potent anti-HIV activity. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.02.030

文献信息

• Pyrrolidine modulators of chemokine receptor activity
  申请人：Merck & Co., Inc.

  公开号：US06265434B1

  公开（公告）日：2001-07-24

  The present invention is directed to pyrrolidine compounds of the formula 1: (wherein R1, R2, R3, R4, R5, R6 and n are defined herein) which are useful as modulators of chemokine receptor activity. In particular, these compounds are useful as modulators of the chemokine receptors CCR-5 and/or CCR-3.

  本发明涉及式1的吡咯烷化合物：（其中R1、R2、R3、R4、R5、R6和n在此处定义），这些化合物可用作趋化因子受体活性的调节剂。具体来说，这些化合物可用作趋化因子受体CCR-5和/或CCR-3的调节剂。
• US6248755B1
  申请人：——

  公开号：US6248755B1

  公开（公告）日：2001-06-19
• Potent 1,3,4-trisubstituted pyrrolidine CCR5 receptor antagonists: effects of fused heterocycles on antiviral activity and pharmacokinetic properties
  作者：Dooseop Kim、Liping Wang、Jeffrey J. Hale、Christopher L. Lynch、Richard J. Budhu、Malcolm MacCoss、Sander G. Mills、Lorraine Malkowitz、Sandra L. Gould、Julie A. DeMartino、Martin S. Springer、Daria Hazuda、Michael Miller、Joseph Kessler、Renee C. Hrin、Gwen Carver、Anthony Carella、Karen Henry、Janet Lineberger、William A. Schleif、Emilio A. Emini

  DOI：10.1016/j.bmcl.2005.02.030

  日期：2005.4

  A series of 1,3,4-trisubstituted pyrrolidine CCR5 receptor antagonists containing a variety of fused heterocycles at the 4-position of the piperidine side chain has been discovered, which are orally bioavailable with potent anti-HIV activity. (c) 2005 Elsevier Ltd. All rights reserved.