3-O-methyl 1-O-(2-trimethylsilylethyl) (3R,5S)-5-chlorodiazinane-1,3-dicarboxylate | 1227865-49-7

• 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: 3-O-methyl 1-O-(2-trimethylsilylethyl) (3R,5S)-5-chlorodiazinane-1,3-dicarboxylate
• CAS: 1227865-49-7
• 化学式: C₁₂H₂₃ClN₂O₄Si
• 分子量: 322.864
• InChiKey: KOFNVMLGHVEJIU-VHSXEESVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.82
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  67.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (2S,4E,6E)-8-methyl-2-(2,2,2-trichloroethoxycarbonylamino)nona-4,6-dienoic acid 、 3-O-methyl 1-O-(2-trimethylsilylethyl) (3R,5S)-5-chlorodiazinane-1,3-dicarboxylate 在 N,N,N',N'-tetramethylchloroformamidinium hexafluorophosphate 作用下， 以 二氯甲烷 为溶剂， 以49%的产率得到
  参考文献：
  名称：

  Progress towards the synthesis of piperazimycin A: synthesis of the non-proteogenic amino acids and elaboration into dipeptides

  摘要：

  This Letter describes the synthesis of the five non-proteogenic amino acids required for the total synthesis of piperazimycin A, and synthetic elaboration into multiple dipeptides. Importantly, this Letter details the first example of an elusive piperazic acid-piperazic acid coupling to form this key C5-C14 dipeptide. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.02.168

文献信息

• Progress towards the synthesis of piperazimycin A: synthesis of the non-proteogenic amino acids and elaboration into dipeptides
  作者：J. Phillip Kennedy、Craig W. Lindsley

  DOI：10.1016/j.tetlet.2010.02.168

  日期：2010.5

  This Letter describes the synthesis of the five non-proteogenic amino acids required for the total synthesis of piperazimycin A, and synthetic elaboration into multiple dipeptides. Importantly, this Letter details the first example of an elusive piperazic acid-piperazic acid coupling to form this key C5-C14 dipeptide. (C) 2010 Elsevier Ltd. All rights reserved.