2-(5-Benzyloxy-4,7,8-trimethoxy-naphthalen-2-yl)-oxirane | 828940-42-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-(5-Benzyloxy-4,7,8-trimethoxy-naphthalen-2-yl)-oxirane
• 英文别名: 2-[5-(Benzyloxy)-4,7,8-trimethoxynaphthalen-2-yl]oxirane；2-(4,7,8-trimethoxy-5-phenylmethoxynaphthalen-2-yl)oxirane
• CAS: 828940-42-7
• 化学式: C₂₂H₂₂O₅
• 分子量: 366.414
• InChiKey: AAWRXGIOFUADSM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  27
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  49.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(5-Benzyloxy-4,7,8-trimethoxy-naphthalen-2-yl)-oxirane 在 titanium(IV) isopropylate 、 叔丁基过氧化氢 、 L-(+)-酒石酸二异丙酯 、 sodium hydride 、 二异丁基氢化铝 、 红铝 、 2,3-二氯-5,6-二氰基-1,4-苯醌 、 zinc dibromide 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 二氯甲烷 、 水 、 苯 为溶剂， 生成 7-((R)-2,2-Dimethyl-[1,3]dioxan-4-ylmethyl)-2,5-dimethoxy-[1,4]naphthoquinone
  参考文献：
  名称：

  Synthesis of the naphthalene-derived inhibitors against Cdc25A dual-specificity protein phosphatase and their biological activity

  摘要：

  The novel naphthalene-type analogues 14 and 18 and the naphthoquinone-type analogues, 8, 9, 15, 16, 19, 21, 22, and 2328 have been synthesized, and their in vitro Cdc25A phosphatase-inhibitory activity was examined. In assessment of the inhibitory activity, it was revealed that the naphthoquinone core is contributed to the activity, rather than the alkyl side chain. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.10.034
• 作为产物：
  描述：

  4-羟基-7,8-二甲氧基-5-(苯基甲氧基)-2-萘羧酸乙酯 在 lithium aluminium tetrahydride 、 pyridine-SO3 complex 、 TEA 、 sodium hydride 、 potassium carbonate 、 二甲基亚砜 作用下， 以 四氢呋喃 、 二氯甲烷 、 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 生成 2-(5-Benzyloxy-4,7,8-trimethoxy-naphthalen-2-yl)-oxirane
  参考文献：
  名称：

  Synthesis of the naphthalene-derived inhibitors against Cdc25A dual-specificity protein phosphatase and their biological activity

  摘要：

  The novel naphthalene-type analogues 14 and 18 and the naphthoquinone-type analogues, 8, 9, 15, 16, 19, 21, 22, and 2328 have been synthesized, and their in vitro Cdc25A phosphatase-inhibitory activity was examined. In assessment of the inhibitory activity, it was revealed that the naphthoquinone core is contributed to the activity, rather than the alkyl side chain. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.10.034

文献信息

• Synthesis of the naphthalene-derived inhibitors against Cdc25A dual-specificity protein phosphatase and their biological activity
  作者：Akiko Shimbashi、Ayako Tsuchiya、Masaya Imoto、Shigeru Nishiyama

  DOI：10.1016/j.bmcl.2004.10.034

  日期：2005.1

  The novel naphthalene-type analogues 14 and 18 and the naphthoquinone-type analogues, 8, 9, 15, 16, 19, 21, 22, and 2328 have been synthesized, and their in vitro Cdc25A phosphatase-inhibitory activity was examined. In assessment of the inhibitory activity, it was revealed that the naphthoquinone core is contributed to the activity, rather than the alkyl side chain. (C) 2004 Elsevier Ltd. All rights reserved.