(1S,2S)-2-(N-(4-((triisopropylsilyloxy)methyl)benzyl)pent-4-enamido)cyclopentyl pent-4-enoate | 1309852-42-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (1S,2S)-2-(N-(4-((triisopropylsilyloxy)methyl)benzyl)pent-4-enamido)cyclopentyl pent-4-enoate
• CAS: 1309852-42-3
• 化学式: C₃₂H₅₁NO₄Si
• 分子量: 541.847
• InChiKey: NDNGFWWRFZGXNM-KYJUHHDHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.1
• 重原子数：
  38.0
• 可旋转键数：
  16.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  55.84
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (1S,2S)-2-(N-(4-((triisopropylsilyloxy)methyl)benzyl)pent-4-enamido)cyclopentyl pent-4-enoate 在 Grubbs catalyst first generation 、 盐酸 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 24.0h， 生成 (10aS,13aS,E)-10-(4-(hydroxymethyl)benzyl)-3,4,7,8,10,10a,11,12,13,13adecahydrocyclopenta[b][1,4]oxaazacyclododecine-2,9-dione
  参考文献：
  名称：

  Discovery of histone deacetylase 8 selective inhibitors

  摘要：

  We have developed an efficient method for synthesizing candidate histone deacetylase ( HDAC) inhibitors in 96-well plates, which are used directly in high-throughput screening. We selected building blocks having hydrazide, aldehyde and hydroxamic acid functionalities. The hydrazides were coupled with different aldehydes in DMSO. The resulting products have the previously identified 'cap/linker/biasing element' structure known to favor inhibition of HDACs. These compounds were assayed without further purification. HDAC8-selective inhibitors were discovered from this novel collection of compounds. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.01.134
• 作为产物：
  描述：

  4-((triisopropylsilyloxy)methyl)benzaldehyde 在 4-二甲氨基吡啶 、 sodium tetrahydroborate 、 magnesium sulfate 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 4.0h， 生成 (1S,2S)-2-(N-(4-((triisopropylsilyloxy)methyl)benzyl)pent-4-enamido)cyclopentyl pent-4-enoate
  参考文献：
  名称：

  Discovery of histone deacetylase 8 selective inhibitors

  摘要：

  We have developed an efficient method for synthesizing candidate histone deacetylase ( HDAC) inhibitors in 96-well plates, which are used directly in high-throughput screening. We selected building blocks having hydrazide, aldehyde and hydroxamic acid functionalities. The hydrazides were coupled with different aldehydes in DMSO. The resulting products have the previously identified 'cap/linker/biasing element' structure known to favor inhibition of HDACs. These compounds were assayed without further purification. HDAC8-selective inhibitors were discovered from this novel collection of compounds. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.01.134