1,3,4,6,7-penta-O-acetyl-2-amino-2-deoxy-α-D-glycero-L-gluco-heptopyranose hydrochloride | 129948-28-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,3,4,6,7-penta-O-acetyl-2-amino-2-deoxy-α-D-glycero-L-gluco-heptopyranose hydrochloride
• 英文别名: [(2R)-2-acetyloxy-2-[(2S,3R,4S,5S,6R)-3,4,6-triacetyloxy-5-aminooxan-2-yl]ethyl] acetate;hydrochloride
• CAS: 129948-28-3
• 化学式: C₁₇H₂₅NO₁₁*ClH
• 分子量: 455.847
• InChiKey: RFQYTLRZMCDCPI-MXLUWNMXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.62
• 重原子数：
  30.0
• 可旋转键数：
  7.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  166.75
• 氢给体数：
  1.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  1,3,4,6,7-penta-O-acetyl-2-amino-2-deoxy-α-D-glycero-L-gluco-heptopyranose hydrochloride 在 吡啶 、 calcium carbonate 作用下， 以 氯仿 、 水 为溶剂， 反应 72.0h， 生成 N,N'-Bis-(1,3,4,6,7-penta-O-acetyl-2-deoxy-α-D-glycero-L-gluco-heptopyranosan-2-yl)thiourea
  参考文献：
  名称：

  Avalos, Martin; Babiano, Reyes; Cintas, Pedro, Journal of the Chemical Society. Perkin transactions I, 1990, p. 495 - 501

  摘要：

  DOI：
• 作为产物：
  描述：

  1,3,4,6,7-Penta-O-acetyl-2-deoxy-2-(4-methoxybenzylidene)amino-α-D-glycero-L-gluco-heptopyranose 在 盐酸 作用下， 以 丙酮 为溶剂， 以98%的产率得到1,3,4,6,7-penta-O-acetyl-2-amino-2-deoxy-α-D-glycero-L-gluco-heptopyranose hydrochloride
  参考文献：
  名称：

  Avalos, Martin; Babiano, Reyes; Cintas, Pedro, Journal of the Chemical Society. Perkin transactions I, 1990, p. 495 - 501

  摘要：

  DOI：

文献信息

• Synthesis of Sugar Isocyanates and Their Application to the Formation of Ureido-Linked Disaccharides
  作者：Martín Ávalos、Reyes Babiano、Pedro Cintas、Michael B. Hursthouse、José L. Jiménez、Mark E. Light、Juan C. Palacios、Esther M. S. Pérez

  DOI：10.1002/ejoc.200500601

  日期：2006.2

  The present work describes a facile and practical route to carbohydrate-based isocyanates, a reactive and appealing family of chiral heterocumulenes, wich can be easily converted into disaccharides and pseudodisaccharides interconnected by urea moieties. A full characterization of these substances by X-ray diffraction analysis and spectroscopic methods reveals further insights into their structures

  目前的工作描述了一种简便实用的基于碳水化合物的异氰酸酯的途径，这是一种反应性和吸引人的手性杂草烯家族，可以很容易地转化为通过尿素部分相互连接的二糖和假二糖。通过 X 射线衍射分析和光谱方法对这些物质进行全面表征，可以进一步了解它们的结构和优选构象。
• Avalos, Martin; Babiano, Reyes; Duran, Carlos J., Journal of the Chemical Society. Perkin transactions II, 1992, # 12, p. 2205 - 2215
  作者：Avalos, Martin、Babiano, Reyes、Duran, Carlos J.、Jimenez, Jose L.、Palacios, Juan C.

  DOI：——

  日期：——
• On the mechanism of formation of glycofurano[2,1-d]-imidazolidin-2-ones. Reaction of 2-amino-2-deoxyheptopyranoses with isocyanates.
  作者：Martin Avalos、Reyes Babiano、Pedro Cintas、José L. Jiménez、Juan C. Palacios、Concepción Valencia

  DOI：10.1016/s0040-4020(01)86345-6

  日期：1993.3

  Reaction of 2-aminosugars with isocyanates has been extended to other higher-carbon sugars. Ureido derivatives or, in most cases, monocyclic structures can be easily isolated. Importantly, the last substances display a relative trans disposition between the substituents at C-4 and C-5 of the heterocyclic ring, as a consequence of a rapid cis-trans isomerisation in acidic media. This stereochemical feature ensures (he stereocontrolled ring closure to give exclusively cis-fused glycofuranose systems. In the light of these results, some related reactions have been revised.
• AVALOS, MARTIN;BABIANO, REYES;CINTAS, PEDRO;JIMENEZ, JOSE L.;PALACIOS, JU+, J. CHEM. SOC. PERKIN TRANS. PT 1,(1990) N, C. 495-501
  作者：AVALOS, MARTIN、BABIANO, REYES、CINTAS, PEDRO、JIMENEZ, JOSE L.、PALACIOS, JU+

  DOI：——

  日期：——