(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 benzyl ester | 725267-87-8

• 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-{[(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 benzyl ester
• 英文别名: Boc-Gly-N(For(1))Thr(1)-Gly-N(For(2))Thr(2)-Gly-N(For(3))Thr(3)-OBn；benzyl (4S,5R)-5-methyl-3-[2-[[(4S,5R)-5-methyl-3-[2-[[(4S,5R)-5-methyl-3-[2-[(2-methylpropan-2-yl)oxycarbonylamino]acetyl]-2-oxo-1,3-oxazolidine-4-carbonyl]amino]acetyl]-2-oxo-1,3-oxazolidine-4-carbonyl]amino]acetyl]-2-oxo-1,3-oxazolidine-4-carboxylate
• CAS: 725267-87-8
• 化学式: C₃₃H₄₀N₆O₁₅
• 分子量: 760.712
• InChiKey: ARRBWMXDGNESEQ-HVMFTJCYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  54
• 可旋转键数：
  14
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  263
• 氢给体数：
  3
• 氢受体数：
  15

反应信息

• 作为反应物：
  描述：

  (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 benzyl ester 在 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 1.67h， 生成 Boc-Gly-N(For(1))Thr(1)-Gly-N(For(2))Thr(2)-Gly-N(For(3))Thr(3)-Gly-N(For(4))Thr(4)-OBn
  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：

  benzyl (4S,5R)-5-methyl-2-oxo-1,3-oxazolidine-4-carboxylate 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 3.84h， 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 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

文献信息

• Stabilizing effects in oxazolidin-2-ones-containing pseudopeptides
  作者：Gianluigi Luppi、Chiara Soffrè、Claudia Tomasini

  DOI：10.1016/j.tetasy.2004.03.033

  日期：2004.5

  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.