methyl 2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-4-(((3aS,4S,6R,6aR)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methylthio)butanoate | 901776-29-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: methyl 2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-4-(((3aS,4S,6R,6aR)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methylthio)butanoate
• 英文别名: methyl 2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-4-(((3aS,4S,6R,6aR)-6-methoxy-2,2-dimethyl-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methylthio)butanoate；methyl 4-[[(3aR,4R,6S,6aS)-4-methoxy-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-6-yl]methylsulfanyl]-2-(9H-fluoren-9-ylmethoxycarbonylamino)butanoate
• CAS: 901776-29-2
• 化学式: C₂₉H₃₅NO₈S
• 分子量: 557.665
• InChiKey: LLKSBZSKSHXEIY-YTMKARSQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  39
• 可旋转键数：
  12
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  127
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  methyl 2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-4-(((3aS,4S,6R,6aR)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methylthio)butanoate 在 水 、 三氟乙酸 作用下， 反应 0.5h， 生成
  参考文献：
  名称：

  SAR around (l)-S-adenosyl-l-homocysteine, an inhibitor of human DNA methyltransferase (DNMT) enzymes

  摘要：

  The inhibitory activity of base-modified SAH analogues and the specificity of inhibiting human DNMT1 and DNMT3b2 enzymes was explored. The 6-amino group was essential while the 7-N of the adenine ring of SAH could be replaced by CH- without loss of activity against both enzymes. The introduction of small groups at the 2-position of the adenine moiety favors DNMT1 over DNMT3b2 inhibition whereas alkylation of the N-6-amino moiety favors the inhibition of DNMT3b2 enzyme. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.03.113
• 作为产物：
  描述：

  、 氯甲酸-9-芴基甲酯 在 碳酸氢钠 作用下， 以 水 、 1,2-二氯乙烷 为溶剂， 反应 5.0h， 以12.1 g的产率得到methyl 2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-4-(((3aS,4S,6R,6aR)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methylthio)butanoate
  参考文献：
  名称：

  An efficient synthesis of base-substituted analogues of S-adenosyl-dl-homocysteine

  摘要：

  An efficient method for the preparation of base-substituted S-adenosyl-DL-homocysteine analogues as well as of 2-chloro-N-6-alkylated S-adenosyl-DL-homocysteine analogues is described. The method uses a convergent strategy that employs a common intermediate late in the overall synthesis and allows small libraries of SAH analogues to be prepared in a relatively short period of time. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.04.076

文献信息

• Inhibitors of DNA Methyltransferase
  申请人：Wahhab Amal

  公开号：US20080132525A1

  公开（公告）日：2008-06-05

  The invention relates to the inhibition of DNA methyltransferase isoforms DNMT1 and DNMT3b2. The invention provides compounds and methods for inhibiting DNMT1 and DNMT3b2.

  这项发明涉及抑制DNA甲基转移酶亚型DNMT1和DNMT3b2。该发明提供了用于抑制DNMT1和DNMT3b2的化合物和方法。