3',6'-bis(2,2-dimethyl-1-oxopropoxy)-5-hydroxymethyl-spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one | 221291-77-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 3',6'-bis(2,2-dimethyl-1-oxopropoxy)-5-hydroxymethyl-spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one
• 英文别名: [6'-(2,2-Dimethylpropanoyloxy)-5-(hydroxymethyl)-3-oxospiro[2-benzofuran-1,9'-xanthene]-3'-yl] 2,2-dimethylpropanoate
• CAS: 221291-77-6
• 化学式: C₃₁H₃₀O₈
• 分子量: 530.574
• InChiKey: KPEDIJANXPPSCF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  39
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  108
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  3',6'-bis(2,2-dimethyl-1-oxopropoxy)-5-hydroxymethyl-spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one 在 ammonium hydroxide 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成
  参考文献：
  名称：

  O-(Fluoresceinylmethyl)hydroxylamine (OFMHA): A fluorescent reagent for detection of damaged nucleic acids

  摘要：

  5- and 6-O-(Fluoresceinylmethyl)hydroxylamine (OFMHA, 5a, b) were prepared from the corresponding bis-pivaloyl-protected hydroxymethylfluoresceins (1a, b) in 50-70% yield. The hydroxylamine derivatives reacted smoothly with the abasic sites present in acid/heat stressed calf thymus DNA. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00658-1
• 作为产物：
  描述：

  3',6'-bis(2,2-dimethyl-1-oxopropoxy)-3-oxo-spiro[isobenzofuran-1(3H),9'-[9H]xanthene]-5-carboxylic acid chloride 在 锂硼氢 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以8.6 g的产率得到3',6'-bis(2,2-dimethyl-1-oxopropoxy)-5-hydroxymethyl-spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one
  参考文献：
  名称：

  Synthesis of 5- and 6-Hydroxymethylfluorescein Phosphoramidites

  摘要：

  DOI：

  10.1021/jo991449h

文献信息

• Synthesis of 5- and 6-Hydroxymethylfluorescein Phosphoramidites
  作者：Maciej Adamczyk、Clifford M. Chan、James R. Fino、Phillip G. Mattingly

  DOI：10.1021/jo991449h

  日期：2000.1.1
• O-(Fluoresceinylmethyl)hydroxylamine (OFMHA): A fluorescent reagent for detection of damaged nucleic acids
  作者：Maciej Adamczyk、Phillip G Mattingly、Jeffrey A Moore

  DOI：10.1016/s0960-894x(98)00658-1

  日期：1998.12

  5- and 6-O-(Fluoresceinylmethyl)hydroxylamine (OFMHA, 5a, b) were prepared from the corresponding bis-pivaloyl-protected hydroxymethylfluoresceins (1a, b) in 50-70% yield. The hydroxylamine derivatives reacted smoothly with the abasic sites present in acid/heat stressed calf thymus DNA. (C) 1998 Elsevier Science Ltd. All rights reserved.