(S)-1-((2S,4R)-4-Benzyl-5-oxo-tetrahydro-furan-2-ylmethyl)-4-(1,1-dimethyl-prop-2-ynyl)-piperazine-2-carboxylic acid tert-butylamide | 501676-24-0

• 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: (S)-1-((2S,4R)-4-Benzyl-5-oxo-tetrahydro-furan-2-ylmethyl)-4-(1,1-dimethyl-prop-2-ynyl)-piperazine-2-carboxylic acid tert-butylamide
• 英文别名: (2S)-1-[[(2S,4R)-4-benzyl-5-oxooxolan-2-yl]methyl]-N-tert-butyl-4-(2-methylbut-3-yn-2-yl)piperazine-2-carboxamide
• CAS: 501676-24-0
• 化学式: C₂₆H₃₇N₃O₃
• 分子量: 439.598
• InChiKey: SUZVKRIYJSBODT-FSSWDIPSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  32
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  61.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (S)-1-((2S,4R)-4-Benzyl-5-oxo-tetrahydro-furan-2-ylmethyl)-4-(1,1-dimethyl-prop-2-ynyl)-piperazine-2-carboxylic acid tert-butylamide 在 N-乙基哌啶 、 lithium hydroxide 、 copper(l) iodide 、 水 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 生成 5-((2S)-2-(N-(tert-Butyl)carbamoyl)-4-(1-furano(4,5-c)pyridin-2-yl-isopropyl)piperazinyl)(4S,2R)-N-((3S,4S)-3-hydroxychroman-4-yl)-4-hydroxy-2-benzylpentanamide
  参考文献：
  名称：

  Indinavir analogues with blocked metabolism sites as HIV protease inhibitors with improved pharmacological profiles and high potency against PI-Resistant viral strains

  摘要：

  Indinavir analogues with blocked metabolism sites show highly improved pharmacokinetic profiles in animals. The cis aminochromanol substituted analogues exhibited excellent potency against both the wild-type (NL4-3) virus and protease inhibitor-resistant HIV strains. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00424-9
• 作为产物：
  描述：

  dihydro-5(S)-<<4-<(1,1-dimethylethoxy)carbonyl>-2(S)-(N-tert-butylcarbamoyl)piperazinyl>methyl>-3(R)-(phenylmethyl)-3(2H)-furanone 在 铜 、 三乙胺 、 三氟乙酸 、 copper(l) chloride 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 1.0h， 生成 (S)-1-((2S,4R)-4-Benzyl-5-oxo-tetrahydro-furan-2-ylmethyl)-4-(1,1-dimethyl-prop-2-ynyl)-piperazine-2-carboxylic acid tert-butylamide
  参考文献：
  名称：

  Indinavir analogues with blocked metabolism sites as HIV protease inhibitors with improved pharmacological profiles and high potency against PI-Resistant viral strains

  摘要：

  Indinavir analogues with blocked metabolism sites show highly improved pharmacokinetic profiles in animals. The cis aminochromanol substituted analogues exhibited excellent potency against both the wild-type (NL4-3) virus and protease inhibitor-resistant HIV strains. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00424-9

文献信息

• Indinavir analogues with blocked metabolism sites as HIV protease inhibitors with improved pharmacological profiles and high potency against PI-Resistant viral strains
  作者：Yuan Cheng、Fengqi Zhang、Thomas A Rano、Zhijian Lu、William A Schleif、Lori Gabryelski、David B Olsen、Mark Stahlhut、Carrie A Rutkowski、Jiunn H Lin、Lixia Jin、Emilio A Emini、Kevin T Chapman、James R Tata

  DOI：10.1016/s0960-894x(02)00424-9

  日期：2002.9

  Indinavir analogues with blocked metabolism sites show highly improved pharmacokinetic profiles in animals. The cis aminochromanol substituted analogues exhibited excellent potency against both the wild-type (NL4-3) virus and protease inhibitor-resistant HIV strains. (C) 2002 Elsevier Science Ltd. All rights reserved.