(2S)-6-[acetyl(phenylmethoxy)amino]-2-[(2-methylpropan-2-yl)oxycarbonylamino]hexanoic acid | 727426-37-1

• 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: (2S)-6-[acetyl(phenylmethoxy)amino]-2-[(2-methylpropan-2-yl)oxycarbonylamino]hexanoic acid
• CAS: 727426-37-1
• 化学式: C₂₀H₃₀N₂O₆
• 分子量: 394.468
• InChiKey: PSHAKIYHYROJGV-KRWDZBQOSA-N

物化性质

• 密度：
  1.165±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  28
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  105
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (2S)-6-[acetyl(phenylmethoxy)amino]-2-[(2-methylpropan-2-yl)oxycarbonylamino]hexanoic acid 在 4-二甲氨基吡啶 、 四丁基氟化铵 、 1-羟基苯并三唑 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 三乙胺 、 N,N'-二环己基碳二亚胺 、 三氟乙酸 作用下， 以 四氢呋喃 为溶剂， 生成 (S)-6-(Acetyl-benzyloxy-amino)-2-[(1-{(2S,3S)-2-[(R)-2-tert-butoxycarbonylamino-3-(4-methoxy-phenyl)-propionylamino]-3-methyl-pentanoyl}-piperidine-2-carbonyl)-amino]-hexanoic acid
  参考文献：
  名称：

  Synthesis and histone deacetylase inhibitory activity of cyclic tetrapeptides containing a retrohydroxamate as zinc ligand

  摘要：

  Cyclic tetrapeptide retrohydroxamic acids were prepared as historic deacetylase (HDAC) inhibitors and evaluated the inhibitory activity and found that they have potential as anticancer drugs. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.03.018
• 作为产物：
  描述：

  tert-butyl 2-acetamido-6-(phenylmethoxyamino)hexanoate 在 acylase 、 三乙胺 、 三氟乙酸 作用下， 生成 (2S)-6-[acetyl(phenylmethoxy)amino]-2-[(2-methylpropan-2-yl)oxycarbonylamino]hexanoic acid
  参考文献：
  名称：

  Synthesis and histone deacetylase inhibitory activity of cyclic tetrapeptides containing a retrohydroxamate as zinc ligand

  摘要：

  Cyclic tetrapeptide retrohydroxamic acids were prepared as historic deacetylase (HDAC) inhibitors and evaluated the inhibitory activity and found that they have potential as anticancer drugs. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.03.018

文献信息

• Synthesis of the reported structure of the naturally occurring siderophore nocardimicin B
  作者：James C. Banks、Christopher J. Moody

  DOI：10.1016/j.tetlet.2009.02.124

  日期：2009.7

  A total synthesis of the reported structure of the naturally occurring siderophore nocardimicin B is reported: the synthetic material appears to be diastereomeric with the natural product.

  据报道，天然存在的铁载体诺卡霉素B的结构已完全合成：合成材料似乎与天然产物是非对映异构的。
• Synthesis and histone deacetylase inhibitory activity of cyclic tetrapeptides containing a retrohydroxamate as zinc ligand
  作者：Norikazu Nishino、Daisuke Yoshikawa、Louis A. Watanabe、Tamaki Kato、Binoy Jose、Yasuhiko Komatsu、Yuko Sumida、Minoru Yoshida

  DOI：10.1016/j.bmcl.2004.03.018

  日期：2004.5

  Cyclic tetrapeptide retrohydroxamic acids were prepared as historic deacetylase (HDAC) inhibitors and evaluated the inhibitory activity and found that they have potential as anticancer drugs. (C) 2004 Elsevier Ltd. All rights reserved.