(S)-tert-butyl 3-tert-butoxy-1-(3-(2-hydroxy-3,5,6-trimethoxyphenyl)propylamino)-1-oxopropan-2-ylcarbamate | 1380092-34-1

• 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: (S)-tert-butyl 3-tert-butoxy-1-(3-(2-hydroxy-3,5,6-trimethoxyphenyl)propylamino)-1-oxopropan-2-ylcarbamate
• 英文别名: tert-butyl N-[(2S)-1-[3-(2-hydroxy-3,5,6-trimethoxyphenyl)propylamino]-3-[(2-methylpropan-2-yl)oxy]-1-oxopropan-2-yl]carbamate
• CAS: 1380092-34-1
• 化学式: C₂₄H₄₀N₂O₈
• 分子量: 484.59
• InChiKey: WTBJNQATZIRNKZ-INIZCTEOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  34
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  125
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  (S)-tert-butyl 3-tert-butoxy-1-(3-(2-hydroxy-3,5,6-trimethoxyphenyl)propylamino)-1-oxopropan-2-ylcarbamate 在 碘苯二乙酸 作用下， 以 水 、 乙腈 为溶剂， 反应 0.25h， 以77%的产率得到(S)-tert-butyl 3-tert-butoxy-1-(3-(2,5-dimethoxy-3,6-dioxocyclohexa-1,4-dienyl)propylamino)-1-oxopropan-2-ylcarbamate
  参考文献：
  名称：

  Synthesis and biological evaluation of hydrophilic embelin derivatives

  摘要：

  In continuance of our search for newer anti-cancer agents we were interested on embelin, a XIAP (X-linked inhibitor of apoptosis protein) inhibitor. This natural benzoquinone bear a lipophilic chain and we report here the synthesis of hydrophilic analogues of embelin. To allow a large flexibility in the nature of the hydrophilic group, three amines with different length of carbon chain bearing a protected benzoquinone were prepared. The cytotoxic effects of these derivatives were evaluated on KB cell line. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.04.024
• 作为产物：
  描述：

  2-hydroxy-3,5,6-trimethoxybenzaldehyde 在 platinum(IV) oxide 、 氢气 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 、 sodium hydroxide 作用下， 以 乙醇 、 二氯甲烷 、 氯仿 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 41.5h， 生成 (S)-tert-butyl 3-tert-butoxy-1-(3-(2-hydroxy-3,5,6-trimethoxyphenyl)propylamino)-1-oxopropan-2-ylcarbamate
  参考文献：
  名称：

  Synthesis and biological evaluation of hydrophilic embelin derivatives

  摘要：

  In continuance of our search for newer anti-cancer agents we were interested on embelin, a XIAP (X-linked inhibitor of apoptosis protein) inhibitor. This natural benzoquinone bear a lipophilic chain and we report here the synthesis of hydrophilic analogues of embelin. To allow a large flexibility in the nature of the hydrophilic group, three amines with different length of carbon chain bearing a protected benzoquinone were prepared. The cytotoxic effects of these derivatives were evaluated on KB cell line. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.04.024