acetic acid 4,5-diacetoxy-2-[(9H-fluoren-9-yl-methoxycarbonylamino)-methyl]-6-(2-oxo-2,4,5,6,7,7a-hexahydro-benzofuran-6-yloxy)-tetrahydro-pyran-3-yl ester | 906647-45-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: acetic acid 4,5-diacetoxy-2-[(9H-fluoren-9-yl-methoxycarbonylamino)-methyl]-6-(2-oxo-2,4,5,6,7,7a-hexahydro-benzofuran-6-yloxy)-tetrahydro-pyran-3-yl ester
• CAS: 906647-45-8
• 化学式: C₃₅H₃₇NO₁₂
• 分子量: 663.678
• InChiKey: KROBRPIQNOFTRY-XVKMJQMFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.47
• 重原子数：
  48.0
• 可旋转键数：
  9.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  161.99
• 氢给体数：
  1.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  acetic acid 4,5-diacetoxy-2-[(9H-fluoren-9-yl-methoxycarbonylamino)-methyl]-6-(2-oxo-2,4,5,6,7,7a-hexahydro-benzofuran-6-yloxy)-tetrahydro-pyran-3-yl ester 在 potassium cyanide 作用下， 以 甲醇 为溶剂， 反应 4.5h， 生成 [3,4,5-trihydroxy-6-(2-oxo-2,4,5,6,7,7a-hexahydro-benzofuran-6-yloxy)-tetrahydro-pyran-2-ylmethyl]-carbamic acid 9H-fluoren-9-ylmethyl ester 、 [3,4,5-trihydroxy-6-(2-oxo-2,4,5,6,7,7a-hexahydro-benzofuran-6-yloxy)-tetrahydro-pyran-2-ylmethyl]-carbamic acid 9H-fluoren-9-ylmethyl ester
  参考文献：
  名称：

  Fluorescence study on the nyctinasty of Phyllanthus urinaria L. using novel fluorescence-labeled probe compounds

  摘要：

  We report the synthesis of fluorescence-labeled probes based on phyllanthurinolactone 1, which is a leaf-closing substance of Phyllanthus urinaria L. The fluorescence study using biologically active probe 2 and inactive probes (epi-2 and 31) revealed that the target cell for 1 is a motor cell and suggested that some receptors, which recognize the aglycon of I exist on the plasma membrane of the motor cell, as with leaf-opening substances. Moreover, binding of probe 2 was specific to the plant motor cell contained in the plants belonging to the genus Phyllanthus. These results showed that the binding of probe 2 with a motor cell is specific to the plant genus and suggested that the genus-specific receptor for the leaf-closing substance would be involved in nyctinasty. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.05.022
• 作为产物：
  描述：

  (S)-6-Hydroxy-7,7a-dihydro-6H-benzofuran-2-one 在 Lindlar's catalyst 4 A molecular sieve 、 氢气 、 silver trifluoromethanesulfonate 、 silver carbonate 作用下， 以 二氯甲烷 、 乙酸乙酯 为溶剂， 反应 1.25h， 生成 acetic acid 4,5-diacetoxy-2-[(9H-fluoren-9-yl-methoxycarbonylamino)-methyl]-6-(2-oxo-2,4,5,6,7,7a-hexahydro-benzofuran-6-yloxy)-tetrahydro-pyran-3-yl ester
  参考文献：
  名称：

  Fluorescence study on the nyctinasty of Phyllanthus urinaria L. using novel fluorescence-labeled probe compounds

  摘要：

  We report the synthesis of fluorescence-labeled probes based on phyllanthurinolactone 1, which is a leaf-closing substance of Phyllanthus urinaria L. The fluorescence study using biologically active probe 2 and inactive probes (epi-2 and 31) revealed that the target cell for 1 is a motor cell and suggested that some receptors, which recognize the aglycon of I exist on the plasma membrane of the motor cell, as with leaf-opening substances. Moreover, binding of probe 2 was specific to the plant motor cell contained in the plants belonging to the genus Phyllanthus. These results showed that the binding of probe 2 with a motor cell is specific to the plant genus and suggested that the genus-specific receptor for the leaf-closing substance would be involved in nyctinasty. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.05.022