[2-13C]-(diethoxyphosphoryl)acetic acid methyl ester | 332865-96-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机膦酸及其衍生物
• 英文名称: [2-13C]-(diethoxyphosphoryl)acetic acid methyl ester
• CAS: 332865-96-0
• 化学式: C₇H₁₅O₅P
• 分子量: 211.156
• InChiKey: CTSAXXHOGZNKJR-PTQBSOBMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.43
• 重原子数：
  13.0
• 可旋转键数：
  6.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  61.83
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  叔丁基二甲基硅氧烷基乙醛 、 [2-13C]-(diethoxyphosphoryl)acetic acid methyl ester 在 sodium hydride 作用下， 以 乙二醇二甲醚 为溶剂， 反应 2.0h， 以64%的产率得到[2-13C]-(E)-4-(tert-butyldimethylsilyloxy)but-2-enoic acid methyl ester
  参考文献：
  名称：

  Regioselective synthesis of 13C1-labeled 2-deoxyribonolactones

  摘要：

  Syntheses of the five regioselectively C-13(1)-labeled 5-O-benzyl-2-deoxyribonolactones are described. C-13(1)-Labeled deoxyribonolactones were prepared by addition of KCN to epoxides 7 and subsequent lactonization of the resulting nitriles. Integration of the independent schemes leading to the five isotopomers of 9 results in an efficient and cost effective preparation of labeled mixtures of C-13 mono-labeled deoxyribonolactones. These mixtures are the pivotal intermediates in the preparation of 'population labeled' C-13-labeled nucleoside phosphoramidites for solid-phase oligonucleotide synthesis. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)01148-0
• 作为产物：
  描述：

  methyl (2-13C)bromoacetate 、 亚磷酸三乙酯 生成 [2-13C]-(diethoxyphosphoryl)acetic acid methyl ester
  参考文献：
  名称：

  Regioselective synthesis of 13C1-labeled 2-deoxyribonolactones

  摘要：

  Syntheses of the five regioselectively C-13(1)-labeled 5-O-benzyl-2-deoxyribonolactones are described. C-13(1)-Labeled deoxyribonolactones were prepared by addition of KCN to epoxides 7 and subsequent lactonization of the resulting nitriles. Integration of the independent schemes leading to the five isotopomers of 9 results in an efficient and cost effective preparation of labeled mixtures of C-13 mono-labeled deoxyribonolactones. These mixtures are the pivotal intermediates in the preparation of 'population labeled' C-13-labeled nucleoside phosphoramidites for solid-phase oligonucleotide synthesis. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)01148-0

文献信息

• Regioselective synthesis of 13C1-labeled 2-deoxyribonolactones
  作者：Michael P Hayes、Paul J Hatala、Brian A Sherer、Xiaohong Tong、Nilo Zanatta、Philip N Borer、James Kallmerten

  DOI：10.1016/s0040-4020(00)01148-0

  日期：2001.2

  Syntheses of the five regioselectively C-13(1)-labeled 5-O-benzyl-2-deoxyribonolactones are described. C-13(1)-Labeled deoxyribonolactones were prepared by addition of KCN to epoxides 7 and subsequent lactonization of the resulting nitriles. Integration of the independent schemes leading to the five isotopomers of 9 results in an efficient and cost effective preparation of labeled mixtures of C-13 mono-labeled deoxyribonolactones. These mixtures are the pivotal intermediates in the preparation of 'population labeled' C-13-labeled nucleoside phosphoramidites for solid-phase oligonucleotide synthesis. (C) 2001 Elsevier Science Ltd. All rights reserved.