(4S,5R)-3-(2-tert-Butoxycarbonylamino-acetyl)-5-methyl-2-oxo-oxazolidine-4-carboxylic acid benzyl ester | 725267-81-2

• 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: (4S,5R)-3-(2-tert-Butoxycarbonylamino-acetyl)-5-methyl-2-oxo-oxazolidine-4-carboxylic acid benzyl ester
• 英文别名: Boc-Gly-N(For(1))Thr(1)-OBn；benzyl (4S,5R)-5-methyl-3-[2-[(2-methylpropan-2-yl)oxycarbonylamino]acetyl]-2-oxo-1,3-oxazolidine-4-carboxylate
• CAS: 725267-81-2
• 化学式: C₁₉H₂₄N₂O₇
• 分子量: 392.409
• InChiKey: WCTMMWYQEAOPMW-DOMZBBRYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  28
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  111
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (4S,5R)-3-(2-tert-Butoxycarbonylamino-acetyl)-5-methyl-2-oxo-oxazolidine-4-carboxylic acid benzyl ester 在 palladium on activated charcoal 、 10% palladium on active carbon 氢气 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 三乙胺 作用下， 以 甲醇 、 乙腈 为溶剂， 反应 4.34h， 生成 (4S,5R)-3-(2-{[(4S,5R)-3-(2-{[(4S,5R)-3-(2-tert-Butoxycarbonylamino-acetyl)-5-methyl-2-oxo-oxazolidine-4-carbonyl]-amino}-acetyl)-5-methyl-2-oxo-oxazolidine-4-carbonyl]-amino}-acetyl)-5-methyl-2-oxo-oxazolidine-4-carboxylic acid
  参考文献：
  名称：

  Stabilizing effects in oxazolidin-2-ones-containing pseudopeptides

  摘要：

  Novel homo-oligomers of the Gly-L-Oxd moiety have been prepared and their preferential conformations analyzed by IR, H-1 NMR and CD spectroscopy, with the aim of determining whether these molecules were able to fold in ordered structures. In these homo-oligomers two stabilizing effects are active: besides the trans conformation of the imide group, the formation of C=(OH)-H-...-N hydrogen bonds takes place and is very sensitive to the pseudopeptide size. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.03.033
• 作为产物：
  描述：

  BOC-甘氨酸 、 benzyl (4S,5R)-5-methyl-2-oxo-1,3-oxazolidine-4-carboxylate 在 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 三乙胺 作用下， 以 乙腈 为溶剂， 反应 0.5h， 以85%的产率得到(4S,5R)-3-(2-tert-Butoxycarbonylamino-acetyl)-5-methyl-2-oxo-oxazolidine-4-carboxylic acid benzyl ester
  参考文献：
  名称：

  Stabilizing effects in oxazolidin-2-ones-containing pseudopeptides

  摘要：

  Novel homo-oligomers of the Gly-L-Oxd moiety have been prepared and their preferential conformations analyzed by IR, H-1 NMR and CD spectroscopy, with the aim of determining whether these molecules were able to fold in ordered structures. In these homo-oligomers two stabilizing effects are active: besides the trans conformation of the imide group, the formation of C=(OH)-H-...-N hydrogen bonds takes place and is very sensitive to the pseudopeptide size. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.03.033