4-nitrobenzyl allyl(1-(((3S,4R)-1-(cyclopentanecarbonyl)-4-hydroxy-4-(4-methoxyphenyl)pyrrolidin-3-yl)methyl)piperidin-4-yl)carbamate | 1173565-12-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: 4-nitrobenzyl allyl(1-(((3S,4R)-1-(cyclopentanecarbonyl)-4-hydroxy-4-(4-methoxyphenyl)pyrrolidin-3-yl)methyl)piperidin-4-yl)carbamate
• 英文别名: (4-nitrophenyl)methyl N-allyl-N-[1-[[(3S,4R)-1-(cyclopentanecarbonyl)-4-hydroxy-4-(4-methoxyphenyl)pyrrolidin-3-yl]methyl]-4-piperidyl]carbamate；(4-nitrophenyl)methyl N-[1-[[(3S,4R)-1-(cyclopentanecarbonyl)-4-hydroxy-4-(4-methoxyphenyl)pyrrolidin-3-yl]methyl]piperidin-4-yl]-N-prop-2-enylcarbamate
• CAS: 1173565-12-2
• 化学式: C₃₄H₄₄N₄O₇
• 分子量: 620.746
• InChiKey: WRNRBNRYAMGPHA-GVYVVWIYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  45
• 可旋转键数：
  11
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  128
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  ((3R,4S)-4-((4-(allylamino)piperidin-1-yl)methyl)-3-hydroxy-3-(4-methoxyphenyl)pyrrolidin-1-yl)(cyclopentyl)methanone 、 氯甲酸对硝基苄酯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以75%的产率得到4-nitrobenzyl allyl(1-(((3S,4R)-1-(cyclopentanecarbonyl)-4-hydroxy-4-(4-methoxyphenyl)pyrrolidin-3-yl)methyl)piperidin-4-yl)carbamate
  参考文献：
  名称：

  [EN] PYROLLIDINE-BASED COMPOUNDS
  [FR] COMPOSÉS À BASE DE PYROLLIDINE

  摘要：

  一种化合物，其化学式为（I），或其药学上可接受的衍生物、盐或前药，能够抑制HIV的复制。

  公开号：

  WO2009092293A1

文献信息

• Studies on the structure–activity relationship of 1,3,3,4-tetra-substituted pyrrolidine embodied CCR5 receptor antagonists. Part 2: Discovery of highly potent anti-HIV agents
  作者：Ben Li、Eric Dale Jones、Enkun Zhou、Li Chen、Dean Cameron Baylis、Shanghai Yu、Miao Wang、Xing He、Jonathan Alan Victor Coates、David Ian Rhodes、Gang Pei、John Joseph Deadman、Xin Xie、Dawei Ma

  DOI：10.1016/j.bmcl.2010.05.046

  日期：2010.9

  Modification of 1,3,3,4-tetra-substituted pyrrolidine embodied CCR5 receptor antagonists revealed that introducing a fluoro group at the 3-position of the 3-phenyl group to reduce metabolism did not adversely affect the high potency against HIV infection, and that replacing the piperidine ring with a tropane ring could deliver the most potent anti-HIV agents. Stereochemistry of the substituted tropane ring is essential for maintaining the potent anti-HIV activity because only exo-isomers displayed subnanomolar whole cell activity. (C) 2010 Elsevier Ltd. All rights reserved.