(2R,3R)-5-methyl-3-[[(2S)-1-oxo-3-phenyl-1-phenylmethoxypropan-2-yl]carbamoyl]-2-propylhexanoic acid | 515163-57-2

• 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: (2R,3R)-5-methyl-3-[[(2S)-1-oxo-3-phenyl-1-phenylmethoxypropan-2-yl]carbamoyl]-2-propylhexanoic acid
• CAS: 515163-57-2
• 化学式: C₂₇H₃₅NO₅
• 分子量: 453.579
• InChiKey: MWPQGDMZWPWWMZ-SMIHKQSGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  33
• 可旋转键数：
  14
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  92.7
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (2R,3R)-5-methyl-3-[[(2S)-1-oxo-3-phenyl-1-phenylmethoxypropan-2-yl]carbamoyl]-2-propylhexanoic acid 在 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以71%的产率得到(S)-2-((3R,4R)-3-Isobutyl-2,5-dioxo-4-propyl-pyrrolidin-1-yl)-3-phenyl-propionic acid benzyl ester
  参考文献：
  名称：

  Succinimide hydroxamic acids as potent inhibitors of histone deacetylase (HDAC)

  摘要：

  A series of succinimide hydroxamic acids was prepared and evaluated in vitro for HDAC inhibition and tumor cell antiproliferation. While the original macrocyclic analogue 6 was quite potent in both assays, several appropriately substituted non-macrocyclic succinimides, such as 23, were equipotent. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00622-4
• 作为产物：
  描述：

  3-苯基-L-丙氨酸苄酯 在 N-甲基吗啉 、 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 三氟乙酸 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 (2R,3R)-5-methyl-3-[[(2S)-1-oxo-3-phenyl-1-phenylmethoxypropan-2-yl]carbamoyl]-2-propylhexanoic acid
  参考文献：
  名称：

  Succinimide hydroxamic acids as potent inhibitors of histone deacetylase (HDAC)

  摘要：

  A series of succinimide hydroxamic acids was prepared and evaluated in vitro for HDAC inhibition and tumor cell antiproliferation. While the original macrocyclic analogue 6 was quite potent in both assays, several appropriately substituted non-macrocyclic succinimides, such as 23, were equipotent. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00622-4

文献信息

• Succinimide hydroxamic acids as potent inhibitors of histone deacetylase (HDAC)
  作者：Michael L. Curtin、Robert B. Garland、H.Robin Heyman、Robin R. Frey、Michael R. Michaelides、Junling Li、Lori J. Pease、Keith B. Glaser、Patrick A. Marcotte、Steven K. Davidsen

  DOI：10.1016/s0960-894x(02)00622-4

  日期：2002.10

  A series of succinimide hydroxamic acids was prepared and evaluated in vitro for HDAC inhibition and tumor cell antiproliferation. While the original macrocyclic analogue 6 was quite potent in both assays, several appropriately substituted non-macrocyclic succinimides, such as 23, were equipotent. (C) 2002 Elsevier Science Ltd. All rights reserved.