3',6'-bis(2,2-dimethyl-1-oxopropoxy)-3-oxo-spiro[isobenzofuran-1(3H),9'-[9H]xanthene]-5-carboxylic acid chloride | 1027599-45-6

• 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)-3-oxo-spiro[isobenzofuran-1(3H),9'-[9H]xanthene]-5-carboxylic acid chloride
• 英文别名: di-pivaloyl 5-carboxyfluorescein acid chloride；[5-Carbonochloridoyl-6'-(2,2-dimethylpropanoyloxy)-3-oxospiro[2-benzofuran-1,9'-xanthene]-3'-yl] 2,2-dimethylpropanoate
• CAS: 1027599-45-6
• 化学式: C₃₁H₂₇ClO₈
• 分子量: 563.004
• InChiKey: KIWXOAUMRZYWNO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  40
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  105
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  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
• 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 在 草酰氯 作用下， 生成 3',6'-bis(2,2-dimethyl-1-oxopropoxy)-3-oxo-spiro[isobenzofuran-1(3H),9'-[9H]xanthene]-5-carboxylic acid chloride
  参考文献：
  名称：

  SYNTHESIS OF NOVEL PIPERIDINYL LINKER BASED ENERGY TRANSFER TERMINATORS AND THEIR POTENTIAL USE IN DNA SEQUENCING

  摘要：

  Synthesis of novel piperidinyl linker based ET cassettes and terminators is described. These novel terminators are evaluated in the DNA sequencing experiments using thermostable DNA polymerase.

  DOI：

  10.1081/ncn-200060586

文献信息

• Unnatural amino acid derived FRET cassettes, terminators and their DNA sequencing potential
  作者：Satyam Nampalli、Weihong Zhang、T Sudhakar Rao、Haiguang Xiao、Lakshmi P Kotra、Shiv Kumar

  DOI：10.1016/s0040-4039(02)00196-x

  日期：2002.3

  An unnatural, tri-functional amino acid. t-BOC-L-para-amino-phenylalanine (1). was utilized in the design and syntheses of highly efficient FRET cassettes (4-7) and converted them into 2'.3'-dideoxynucleotide terminators (8-11) for investigating DNA sequencing potential coupled with a thermostable DNA polymerase. Thermo Sequenase(TM) II . (C) 2002 Elsevier Science Ltd. All rights reserved.
• SYNTHESIS OF NOVEL PIPERIDINYL LINKER BASED ENERGY TRANSFER TERMINATORS AND THEIR POTENTIAL USE IN DNA SEQUENCING
  作者：T. Sudhakar Rao、Satyam Nampalli、Weihong Zhang、Haiguang Xiao、Shiv Kumar

  DOI：10.1081/ncn-200060586

  日期：2005.4.1

  Synthesis of novel piperidinyl linker based ET cassettes and terminators is described. These novel terminators are evaluated in the DNA sequencing experiments using thermostable DNA polymerase.
• 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