[(1S,2R)-1-Benzyl-2-hydroxy-3-((E)-2-oxo-15-phenyl-1-oxa-3-aza-cyclopentadec-12-en-3-yl)-propyl]-carbamic acid (3R,3aS,6aR)-(hexahydro-furo[2,3-b]furan-3-yl) ester | 482359-04-6

• 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-Benzyl-2-hydroxy-3-((E)-2-oxo-15-phenyl-1-oxa-3-aza-cyclopentadec-12-en-3-yl)-propyl]-carbamic acid (3R,3aS,6aR)-(hexahydro-furo[2,3-b]furan-3-yl) ester
• 英文别名: [(3aS,4R,6aR)-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-4-yl] N-[(2S,3R)-3-hydroxy-4-(2-oxo-15-phenyl-1-oxa-3-azacyclopentadec-12-en-3-yl)-1-phenylbutan-2-yl]carbamate
• CAS: 482359-04-6
• 化学式: C₃₆H₄₈N₂O₇
• 分子量: 620.786
• InChiKey: FBXUJIUXHCKJLA-CTZGTMBNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.32
• 重原子数：
  45.0
• 可旋转键数：
  8.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  106.56
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  [(1S,2R)-1-Benzyl-2-hydroxy-3-((E)-2-oxo-15-phenyl-1-oxa-3-aza-cyclopentadec-12-en-3-yl)-propyl]-carbamic acid (3R,3aS,6aR)-(hexahydro-furo[2,3-b]furan-3-yl) ester 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 生成 [(1S,2R)-1-Benzyl-2-hydroxy-3-(2-oxo-15-phenyl-1-oxa-3-aza-cyclopentadec-3-yl)-propyl]-carbamic acid (3R,3aS,6aR)-(hexahydro-furo[2,3-b]furan-3-yl) ester
  参考文献：
  名称：

  Novel cyclourethane-Derived HIV protease inhibitors: A ring-closing olefin metathesis based strategy

  摘要：

  A series of novel macrocyclic urethanes incorporating a (R)-hydroxyethylamine isostere was designed and synthesized. Ring size and substituent efffects have been investigated. Cyclourethanes containing 14- to 16-membered rings exhibited low nanomolar inhibitory potencies against HIV-1 protease. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00300-1
• 作为产物：
  描述：

  (2S)-2-[1'(S)-1-azido-2-phenylethyl]oxirane 在 titanium(IV) isopropylate 、 Cl₂(PCy₃)2=CHPh 、 水 、 三乙胺 、 三苯基膦 作用下， 以 四氢呋喃 、 二氯甲烷 、 异丙醇 为溶剂， 反应 20.0h， 生成 [(1S,2R)-1-Benzyl-2-hydroxy-3-((E)-2-oxo-15-phenyl-1-oxa-3-aza-cyclopentadec-12-en-3-yl)-propyl]-carbamic acid (3R,3aS,6aR)-(hexahydro-furo[2,3-b]furan-3-yl) ester
  参考文献：
  名称：

  Novel cyclourethane-Derived HIV protease inhibitors: A ring-closing olefin metathesis based strategy

  摘要：

  A series of novel macrocyclic urethanes incorporating a (R)-hydroxyethylamine isostere was designed and synthesized. Ring size and substituent efffects have been investigated. Cyclourethanes containing 14- to 16-membered rings exhibited low nanomolar inhibitory potencies against HIV-1 protease. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00300-1