[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-[[1-[[4-[4-[3,3,4,4,5,5-hexafluoro-2-[2-methyl-5-[[4-[[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxymethyl]triazol-1-yl]methyl]thiophen-3-yl]cyclopenten-1-yl]-5-methylthiophen-2-yl]phenyl]methyl]triazol-4-yl]methoxy]oxan-2-yl]methyl acetate | 1536084-99-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-[[1-[[4-[4-[3,3,4,4,5,5-hexafluoro-2-[2-methyl-5-[[4-[[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxymethyl]triazol-1-yl]methyl]thiophen-3-yl]cyclopenten-1-yl]-5-methylthiophen-2-yl]phenyl]methyl]triazol-4-yl]methoxy]oxan-2-yl]methyl acetate
• CAS: 1536084-99-7
• 化学式: C₅₇H₆₀F₆N₆O₂₀S₂
• 分子量: 1327.25
• InChiKey: IIIQKDDJTLSXIE-BVTNPKAPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  91
• 可旋转键数：
  31
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.51
• 拓扑面积：
  365
• 氢给体数：
  0
• 氢受体数：
  32

反应信息

• 作为反应物：
  描述：

  [(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-[[1-[[4-[4-[3,3,4,4,5,5-hexafluoro-2-[2-methyl-5-[[4-[[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxymethyl]triazol-1-yl]methyl]thiophen-3-yl]cyclopenten-1-yl]-5-methylthiophen-2-yl]phenyl]methyl]triazol-4-yl]methoxy]oxan-2-yl]methyl acetate 在 水 、 sodium hydroxide 作用下， 反应 24.0h， 以95%的产率得到(2R,3R,4S,5S,6R)-2-[[1-[[4-[4-[3,3,4,4,5,5-hexafluoro-2-[2-methyl-5-[[4-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]triazol-1-yl]methyl]thiophen-3-yl]cyclopenten-1-yl]-5-methylthiophen-2-yl]phenyl]methyl]triazol-4-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
  参考文献：
  名称：

  The effects of phenyl-bridged glucosyltriazolyl groups on the properties of water-soluble diarylethene derivatives

  摘要：

  Three water-soluble diarylethenes with glycosyltriazolyl groups and variable phenyl units have been synthesized, and their properties, such as water solubility, photochromism, and fluorescence have been discussed. Upon alternating irradiation with UV and visible light, each of the diarylethenes exhibited favorable photochromism and functioned as fluorescent switches in water. Experimental results showed that their water solubility as well as absorption features, cyclization quantum yields, photoconversion ratios, thermal stability, and fatigue resistance exhibited a strong correlation with the number of phenyl-bridged glucosyltriazolyl groups in diarylethene systems. The absorption maximum, thermal stability, and fatigue resistance were significantly improved, but the water solubility and fluorescent modulation efficiency were suppressed with the increase of the number of phenyl-bridged glucosyltriazolyl groups for these diarylethene derivatives. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.12.037
• 作为产物：
  描述：

  1-(2-methyl-5-azidomethyl-3-thienyl)-2-[2-methyl-5-(4-azidomethyl)phenyl-3-thienyl]perfluorocyclopentene 、 2-炔丙基-四-O-乙酰基-β-D-吡喃葡萄糖苷 在 copper(II) sulfate 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 12.0h， 以68%的产率得到[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-[[1-[[4-[4-[3,3,4,4,5,5-hexafluoro-2-[2-methyl-5-[[4-[[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxymethyl]triazol-1-yl]methyl]thiophen-3-yl]cyclopenten-1-yl]-5-methylthiophen-2-yl]phenyl]methyl]triazol-4-yl]methoxy]oxan-2-yl]methyl acetate
  参考文献：
  名称：

  The effects of phenyl-bridged glucosyltriazolyl groups on the properties of water-soluble diarylethene derivatives

  摘要：

  Three water-soluble diarylethenes with glycosyltriazolyl groups and variable phenyl units have been synthesized, and their properties, such as water solubility, photochromism, and fluorescence have been discussed. Upon alternating irradiation with UV and visible light, each of the diarylethenes exhibited favorable photochromism and functioned as fluorescent switches in water. Experimental results showed that their water solubility as well as absorption features, cyclization quantum yields, photoconversion ratios, thermal stability, and fatigue resistance exhibited a strong correlation with the number of phenyl-bridged glucosyltriazolyl groups in diarylethene systems. The absorption maximum, thermal stability, and fatigue resistance were significantly improved, but the water solubility and fluorescent modulation efficiency were suppressed with the increase of the number of phenyl-bridged glucosyltriazolyl groups for these diarylethene derivatives. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.12.037