(2R)-2-(15N)azanyl-2-deuterioacetic acid | 371759-75-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (2R)-2-(15N)azanyl-2-deuterioacetic acid
• CAS: 371759-75-0
• 化学式: C₂H₅NO₂
• 分子量: 77.0526
• InChiKey: DHMQDGOQFOQNFH-JMMGCJDKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.2
• 重原子数：
  5
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  63.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (1S)-(-)-莰烷酰氯 、 (2R)-2-(15N)azanyl-2-deuterioacetic acid 在 sodium hydroxide 作用下， 以 甲苯 为溶剂， 反应 3.0h， 生成 、
  参考文献：
  名称：

  Improved synthesis of (R)-glycine-d-15N

  摘要：

  Previously, we have synthesized the title glycine to permit assignment of the prochiral alpha -protons of glycine residues in the NMR study of the protein FKBP. A key, and low yielding step in this synthesis occurs in the ruthenium tetraoxide mediated degradation of N-t-Boc-p-methoxybenzyl amine to N-t-Boc-glycine. Efforts to improve this key step by exploring different substrates and N-protecting groups were successful to render this synthesis amenable for the large scale production of (R)-glycine-d-N-15. (C) 2001 Elsevier Science Ltd. Ail rights reserved.

  DOI：

  10.1016/s0040-4020(01)00629-9
• 作为产物：
  描述：

  (2R)-2-deuterio-2-(2,2,2-trichloroethoxycarbonyl(15N)amino)acetic acid 在 溶剂黄146 、 锌 作用下， 反应 0.2h， 以73%的产率得到(2R)-2-(15N)azanyl-2-deuterioacetic acid
  参考文献：
  名称：

  Improved synthesis of (R)-glycine-d-15N

  摘要：

  Previously, we have synthesized the title glycine to permit assignment of the prochiral alpha -protons of glycine residues in the NMR study of the protein FKBP. A key, and low yielding step in this synthesis occurs in the ruthenium tetraoxide mediated degradation of N-t-Boc-p-methoxybenzyl amine to N-t-Boc-glycine. Efforts to improve this key step by exploring different substrates and N-protecting groups were successful to render this synthesis amenable for the large scale production of (R)-glycine-d-N-15. (C) 2001 Elsevier Science Ltd. Ail rights reserved.

  DOI：

  10.1016/s0040-4020(01)00629-9

文献信息

• Improved synthesis of (R)-glycine-d-15N
  作者：Joel R Walker、Robert W Curley

  DOI：10.1016/s0040-4020(01)00629-9

  日期：2001.7

  Previously, we have synthesized the title glycine to permit assignment of the prochiral alpha -protons of glycine residues in the NMR study of the protein FKBP. A key, and low yielding step in this synthesis occurs in the ruthenium tetraoxide mediated degradation of N-t-Boc-p-methoxybenzyl amine to N-t-Boc-glycine. Efforts to improve this key step by exploring different substrates and N-protecting groups were successful to render this synthesis amenable for the large scale production of (R)-glycine-d-N-15. (C) 2001 Elsevier Science Ltd. Ail rights reserved.