(1S,2R,3R,4R,6R)-4-(5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl)-2-hydroxy-6-methylcyclohexane-1,3-diyl diacetate | 1232680-38-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: (1S,2R,3R,4R,6R)-4-(5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl)-2-hydroxy-6-methylcyclohexane-1,3-diyl diacetate
• 英文别名: [(1S,2R,3R,4R,6R)-3-acetyloxy-4-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-2-hydroxy-6-methylcyclohexyl] acetate
• CAS: 1232680-38-4
• 化学式: C₂₆H₂₆O₁₁
• 分子量: 514.486
• InChiKey: WADXCMSONJVPKX-LTBIHHBXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  37
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  169
• 氢给体数：
  4
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  (1S,2R,3R,4R,6R)-4-(5,7-bis(benzyloxy)-2-(4-benzyloxyphenyl)-4-oxo-4H-chromen-3-yl)-2-hydroxy-6-methylcyclohexane-1,3-diyl diacetate 在 palladium 10% on activated carbon 、 氢气 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 以63%的产率得到(1S,2R,3R,4R,6R)-4-(5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl)-2-hydroxy-6-methylcyclohexane-1,3-diyl diacetate
  参考文献：
  名称：

  SL0101 Carbasugar 类似物的合成：Carbasugars 通过 Pd 催化的环醇化和环醇化后转化

  摘要：

  已经开发了立体选择性合成 5a-carbasugars 的一般方法。该路线模拟了我们对碳水化合物的钯催化糖基化/糖基化后方法，因为它还利用高度区域和立体特异性钯催化烯丙基化和糖基化后反应序列来安装d - 或l -环多醇。该环醇化/环醇化后序列用于对映选择性合成 SL0101 的环醇类似物、其d-糖对映异构体以及几种乙酰化模式类似物。

  DOI：

  10.1021/ol101009q

文献信息

• SYNTHESIS AND IDENTIFICATION OF NOVEL RSK-SPECIFIC INHIBITORS
  申请人：Hecht Sidney M.

  公开号：US20120245112A1

  公开（公告）日：2012-09-27

  A composition comprising an SL0101 [kaempferol 3-O-(3″,4″-di-O-acetyl-α-L-rhamnopyranoside)] derivative compound that has enhanced ability to inhibit RSK activity, relative to the parent compound is provided. The compounds have utility for treating any disease or conditions characterized or associated with excess or undesirable RSK activity. For example the RSK inhibitors of the present invention can be used to reduce the proliferation of neoplastic cells or for inhibiting the establishment or maintenance of an intracellular pathogenic infection by pathogens whose pathogenicity derives in part from the pathogen's ability to impede endosomal/phagosomal maturation in the host cell.
• US9040673B2
  申请人：——

  公开号：US9040673B2

  公开（公告）日：2015-05-26
• Synthesis of SL0101 Carbasugar Analogues: Carbasugars via Pd-Catalyzed Cyclitolization and Post-Cyclitolization Transformations
  作者：Mingde Shan、George A. O’Doherty

  DOI：10.1021/ol101009q

  日期：2010.7.2

  A general approach to the stereoselective synthesis of 5a-carbasugars has been developed. The route mimics our palladium-catalyzed glycosylation/postglycosylation approach to carbohydrates in that it also utilizes a highly regio- and stereospecific palladium-catalyzed allylation and postglycosylation reaction sequence for the installation of either d- or l-cyclitols. This cyclitolization/postcyclitolization

  已经开发了立体选择性合成 5a-carbasugars 的一般方法。该路线模拟了我们对碳水化合物的钯催化糖基化/糖基化后方法，因为它还利用高度区域和立体特异性钯催化烯丙基化和糖基化后反应序列来安装d - 或l -环多醇。该环醇化/环醇化后序列用于对映选择性合成 SL0101 的环醇类似物、其d-糖对映异构体以及几种乙酰化模式类似物。