2-(3-amino-2-hydoxy-4-[2H5]phenyl-butyl)-decahydro-isoquinoline-3-carboxylic acid tert-butylamide | 870073-17-9

• 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: 2-(3-amino-2-hydoxy-4-[2H5]phenyl-butyl)-decahydro-isoquinoline-3-carboxylic acid tert-butylamide
• 英文别名: (3S,4aS,8aS)-2-[(2R,3S)-3-amino-2-hydroxy-4-(2,3,4,5,6-pentadeuteriophenyl)butyl]-N-tert-butyl-3,4,4a,5,6,7,8,8a-octahydro-1H-isoquinoline-3-carboxamide
• CAS: 870073-17-9
• 化学式: C₂₄H₃₉N₃O₂
• 分子量: 406.553
• InChiKey: YJRJYYPXNAHNMD-CDCZQTQASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  29
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  78.6
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(3-amino-2-hydoxy-4-[2H5]phenyl-butyl)-decahydro-isoquinoline-3-carboxylic acid tert-butylamide 在 palladium on activated charcoal N-乙基吗啉 、 氢气 、 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 72.0h， 生成
  参考文献：
  名称：

  同位素标记为？HEA/HEE？合成标记的 HIV 蛋白酶抑制剂的部分？第二部分

  摘要：

  [H-2(5)]-Amprenavir and [H-2(5)]-saquinavir have been prepared from a common labeled precursor (1S, 2S)-(1-oxiranyl-2-[H-2(5)]phenylethyl)-carbamic acid tert-butyl ester, 1. Both of these compounds are in the 'HEA' class of HIV protease inhibitors. [H-2(5)]-Indinavir, a representative of the 'HEE' group of protease inhibitors, has also been synthesized. In the case of indinavir, IS-(2,2-dimethyl-8, 8a-dihydro-3aH-indeno-[1,2-d]-oxazol-3R-yl)-2-oxiranylmethyl-3-[H-2(5)]phenylpropan-1-one, 11, provided the [phenyl-H-2(5)]-HEE core structure for synthesis of the desired labeled compound. Copyright (c) 2005 John Wiley [ Sons, Ltd.

  DOI：

  10.1002/jlcr.913
• 作为产物：
  描述：

  N-叔丁基-十氢异喹啉-3(S)-甲酰胺 在 甲烷磺酸 作用下， 以 醋酸异丙酯 、 异丙醇 为溶剂， 反应 4.0h， 生成 2-(3-amino-2-hydoxy-4-[2H5]phenyl-butyl)-decahydro-isoquinoline-3-carboxylic acid tert-butylamide
  参考文献：
  名称：

  同位素标记为？HEA/HEE？合成标记的 HIV 蛋白酶抑制剂的部分？第二部分

  摘要：

  [H-2(5)]-Amprenavir and [H-2(5)]-saquinavir have been prepared from a common labeled precursor (1S, 2S)-(1-oxiranyl-2-[H-2(5)]phenylethyl)-carbamic acid tert-butyl ester, 1. Both of these compounds are in the 'HEA' class of HIV protease inhibitors. [H-2(5)]-Indinavir, a representative of the 'HEE' group of protease inhibitors, has also been synthesized. In the case of indinavir, IS-(2,2-dimethyl-8, 8a-dihydro-3aH-indeno-[1,2-d]-oxazol-3R-yl)-2-oxiranylmethyl-3-[H-2(5)]phenylpropan-1-one, 11, provided the [phenyl-H-2(5)]-HEE core structure for synthesis of the desired labeled compound. Copyright (c) 2005 John Wiley [ Sons, Ltd.

  DOI：

  10.1002/jlcr.913

文献信息

• Isotope labeled ?HEA/HEE? moiety in the synthesis of labeled HIV-protease inhibitors?Part II
  作者：I. Victor Ekhato、Yuan Liao、Mihaela Plesescu

  DOI：10.1002/jlcr.913

  日期：2005.3.15

  [H-2(5)]-Amprenavir and [H-2(5)]-saquinavir have been prepared from a common labeled precursor (1S, 2S)-(1-oxiranyl-2-[H-2(5)]phenylethyl)-carbamic acid tert-butyl ester, 1. Both of these compounds are in the 'HEA' class of HIV protease inhibitors. [H-2(5)]-Indinavir, a representative of the 'HEE' group of protease inhibitors, has also been synthesized. In the case of indinavir, IS-(2,2-dimethyl-8, 8a-dihydro-3aH-indeno-[1,2-d]-oxazol-3R-yl)-2-oxiranylmethyl-3-[H-2(5)]phenylpropan-1-one, 11, provided the [phenyl-H-2(5)]-HEE core structure for synthesis of the desired labeled compound. Copyright (c) 2005 John Wiley [ Sons, Ltd.