[2-13C]-(E)-4-(tert-butyldimethylsilyloxy)but-2-enoic acid methyl ester | 332865-99-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: [2-13C]-(E)-4-(tert-butyldimethylsilyloxy)but-2-enoic acid methyl ester
• CAS: 332865-99-3
• 化学式: C₁₁H₂₂O₃Si
• 分子量: 231.368
• InChiKey: PXJANCQOBYCDJC-RZECNXLVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.74
• 重原子数：
  15.0
• 可旋转键数：
  4.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  35.53
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  [2-13C]-(E)-4-(tert-butyldimethylsilyloxy)but-2-enoic acid methyl ester 在 sodium hydride 、 二异丁基氢化铝 作用下， 以 乙二醇二甲醚 、 乙醚 、 正己烷 为溶剂， 反应 10.58h， 生成 [3-¹³C]-(E)-((4-(benzyloxy)but-2-en-1-yl)oxy)(tert-butyl)dimethylsilane
  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：

  trans-1,4-di-tert-butyldimethylsilyloxy-but-2-ene 在 sodium hydride 、 臭氧 作用下， 以 乙二醇二甲醚 、 二氯甲烷 为溶剂， 反应 2.0h， 生成 [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