{(1S,2R)-1-[4-(4-Acetylamino-butoxy)-benzyl]-3-[(benzo[1,3]dioxole-5-sulfonyl)-isobutyl-amino]-2-hydroxy-propyl}-carbamic acid (3R,3aS,6aR)-(hexahydro-furo[2,3-b]furan-3-yl) ester

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: {(1S,2R)-1-[4-(4-Acetylamino-butoxy)-benzyl]-3-[(benzo[1,3]dioxole-5-sulfonyl)-isobutyl-amino]-2-hydroxy-propyl}-carbamic acid (3R,3aS,6aR)-(hexahydro-furo[2,3-b]furan-3-yl) ester
• 英文别名: Carbamic acid, [(1S,2R)-1-[[4-[2-(acetylamino)butoxy]phenyl]methyl]-3-[(1,3-benzodioxol-5-ylsulfonyl)(2-methylpropyl)amino]-2-hydroxypropyl]-, (3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl ester；[(3aS,4R,6aR)-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-4-yl] N-[(2S,3R)-1-[4-(4-acetamidobutoxy)phenyl]-4-[1,3-benzodioxol-5-ylsulfonyl(2-methylpropyl)amino]-3-hydroxybutan-2-yl]carbamate
• 化学式: C₃₄H₄₇N₃O₁₁S
• 分子量: 705.827
• InChiKey: PEZLFNVBUFKFBB-MSUBEGKCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  49
• 可旋转键数：
  18
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  180
• 氢给体数：
  3
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  (3R,3AS,6AR)-六氢呋喃并[2,3-B]呋喃-3-基(4-硝基苯基)碳酸盐 在 palladium on activated charcoal 偶氮二甲酸二叔丁酯 、 氢气 、 N,N-二异丙基乙胺 、 三苯基膦 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 、 乙腈 为溶剂， 生成 {(1S,2R)-1-[4-(4-Acetylamino-butoxy)-benzyl]-3-[(benzo[1,3]dioxole-5-sulfonyl)-isobutyl-amino]-2-hydroxy-propyl}-carbamic acid (3R,3aS,6aR)-(hexahydro-furo[2,3-b]furan-3-yl) ester
  参考文献：
  名称：

  Novel P1 chain-extended HIV protease inhibitors possessing potent anti-HIV activity and remarkable inverse antiviral resistance profiles

  摘要：

  A novel series of tyro si ne-derived HIV protease inhibitors was synthesized and evaluated for in vitro antiviral activity against wild-type virus and two protease inhibitor-resistant viruses. All of the compounds had wild-type antiviral activities that were similar to or greater than several currently marketed HIV protease inhibitors. In addition, a number of compounds in this series were more potent against the drug-resistant mutant viruses than they were against wild-type virus. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.05.129

文献信息

• Novel P1 chain-extended HIV protease inhibitors possessing potent anti-HIV activity and remarkable inverse antiviral resistance profiles
  作者：John F. Miller、Michael Brieger、Eric S. Furfine、Richard J. Hazen、Istvan Kaldor、David Reynolds、Ronald G. Sherrill、Andrew Spaltenstein

  DOI：10.1016/j.bmcl.2005.05.129

  日期：2005.8

  A novel series of tyro si ne-derived HIV protease inhibitors was synthesized and evaluated for in vitro antiviral activity against wild-type virus and two protease inhibitor-resistant viruses. All of the compounds had wild-type antiviral activities that were similar to or greater than several currently marketed HIV protease inhibitors. In addition, a number of compounds in this series were more potent against the drug-resistant mutant viruses than they were against wild-type virus. (c) 2005 Elsevier Ltd. All rights reserved.