tert-butyl (1S)-1-{[((1S)-1-{[[(1S,2E)-3-cyano-1-isopropyl-2-propenyl](methyl)amino]carbonyl}-2,2-dimethylpropyl)amino]carbonyl}-2-methyl-2-phenylpropyl(methyl)carbamate | 845293-18-7

• 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: tert-butyl (1S)-1-{[((1S)-1-{[[(1S,2E)-3-cyano-1-isopropyl-2-propenyl](methyl)amino]carbonyl}-2,2-dimethylpropyl)amino]carbonyl}-2-methyl-2-phenylpropyl(methyl)carbamate
• 英文别名: tert-butyl N-[(2S)-1-[[(2S)-1-[[(E,3S)-1-cyano-4-methylpent-1-en-3-yl]-methylamino]-3,3-dimethyl-1-oxobutan-2-yl]amino]-3-methyl-1-oxo-3-phenylbutan-2-yl]-N-methylcarbamate
• CAS: 845293-18-7
• 化学式: C₃₁H₄₈N₄O₄
• 分子量: 540.747
• InChiKey: UTFMRFOLFPVRHY-MKWZWQCGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  39
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  103
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  tert-butyl (1S)-1-{[((1S)-1-{[[(1S,2E)-3-cyano-1-isopropyl-2-propenyl](methyl)amino]carbonyl}-2,2-dimethylpropyl)amino]carbonyl}-2-methyl-2-phenylpropyl(methyl)carbamate 在 叠氮基三甲基硅烷 、 二正丁基氧化锡 作用下， 以 甲苯 为溶剂， 生成
  参考文献：
  名称：

  D-piece modifications of the hemiasterlin analog HTI-286 produce potent tubulin inhibitors

  摘要：

  Modifications of the D-piece carboxylic acid group of the hemiasterlin analog HTI-286 gave tubulin inhibitors which were potent cytotoxic agents in taxol resistant cell lines expressing P-glycoprotein. Amides derived from proline had potency comparable to HTI-286. Reduction of the carboxylic acid to ketones and alcohols or its conversion to acidic heterocycles also gave potent analogs. Synthetic modifications of the carboxylic acid could be carried out selectively using a wide range of synthetic reagents. Proline analog 3 was found to be effective in a human xenograft model in athymic mice. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.05.005
• 作为产物：
  描述：

  (2S)-2-amino-N-[(1S,2E)-3-cyano-1-isopropyl-2-propenyl]-N,3,3-trimethylbutanamide trifluoroacetic acid (TFA salt) 、 (S)-2-((叔丁氧基羰基)(甲基)氨基)-3-甲基-3-苯基丁酸 在 N-羟基-7-氮杂苯并三氮唑 、 N,N-二异丙基乙胺 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 生成 tert-butyl (1S)-1-{[((1S)-1-{[[(1S,2E)-3-cyano-1-isopropyl-2-propenyl](methyl)amino]carbonyl}-2,2-dimethylpropyl)amino]carbonyl}-2-methyl-2-phenylpropyl(methyl)carbamate
  参考文献：
  名称：

  Compounds for treating tumors

  摘要：

  该发明提供了以下式（I）的化合物： 其中E、A、B′、R6、R7、R8和R9在规范中定义，这些化合物表现出抗癌活性，并可用于治疗癌症。

  公开号：

  US20050037977A1

文献信息

• COMPOUNDS FOR TREATING TUMORS
  申请人：Zask Arie

  公开号：US20080221181A1

  公开（公告）日：2008-09-11

  The invention provides compounds of formula (I): wherein E, A, B′, R 6 , R 7 , R 8 , and R 9 are defined in the specification which compounds exhibit anticancer activity and are useful for treating cancer.

  本发明提供公式（I）的化合物：其中E，A，B'，R6，R7，R8和R9在说明书中定义，这些化合物表现出抗癌活性并可用于治疗癌症。
• US7390910B2
  申请人：——

  公开号：US7390910B2

  公开（公告）日：2008-06-24
• US7626023B2
  申请人：——

  公开号：US7626023B2

  公开（公告）日：2009-12-01
• Compounds for treating tumors
  申请人：Zask Arie

  公开号：US20050037977A1

  公开（公告）日：2005-02-17

  The invention provides compounds of formula (I): wherein E, A, B′, R 6 , R 7 , R 8 , and R 9 are defined in the specification which compounds exhibit anticancer activity and are useful for treating cancer.

  该发明提供了以下式（I）的化合物： 其中E、A、B′、R6、R7、R8和R9在规范中定义，这些化合物表现出抗癌活性，并可用于治疗癌症。
• D-piece modifications of the hemiasterlin analog HTI-286 produce potent tubulin inhibitors
  作者：Arie Zask、Gary Birnberg、Katherine Cheung、Joshua Kaplan、Chuan Niu、Emily Norton、Ayako Yamashita、Carl Beyer、Girija Krishnamurthy、Lee M Greenberger、Frank Loganzo、Semiramis Ayral-Kaloustian

  DOI：10.1016/j.bmcl.2004.05.005

  日期：2004.8

  Modifications of the D-piece carboxylic acid group of the hemiasterlin analog HTI-286 gave tubulin inhibitors which were potent cytotoxic agents in taxol resistant cell lines expressing P-glycoprotein. Amides derived from proline had potency comparable to HTI-286. Reduction of the carboxylic acid to ketones and alcohols or its conversion to acidic heterocycles also gave potent analogs. Synthetic modifications of the carboxylic acid could be carried out selectively using a wide range of synthetic reagents. Proline analog 3 was found to be effective in a human xenograft model in athymic mice. (C) 2004 Elsevier Ltd. All rights reserved.