6-deoxy-D-gluconolactone

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6-deoxy-D-gluconolactone
• 英文别名: 6-deoxy-D-glucono-1,5-lactone；(3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-one
• 化学式: C₆H₁₀O₅
• 分子量: 162.142
• InChiKey: ZVAHHEYPLKVJSO-SQOUGZDYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.5
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  87
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  辛胺 、 6-deoxy-D-gluconolactone 以 甲醇 为溶剂， 反应 2.5h， 以72%的产率得到N-(n-octyl)-6-deoxy-D-gluconamide
  参考文献：
  名称：

  Crystal and molecular structure of N-(n-octyl)-6-deoxy-d-gluconamide: a novel packing of amphiphilic molecules

  摘要：

  N-(n-Octyl)-6-deoxy-D-gluconamide crystallizes in the orthorhombic space group P2(1)2(1)2(1), with a = 5.4524(5), b = 16.662(3), and c = 36.897(5)Angstrom. The structure was determined by X-ray diffraction and refined to R = 9.2%. The asymmetric crystal unit contains two molecules (A,B) with significantly different conformations. In contrast to the crystal structures of the N-(n-alkyl)-D-gluconamide family, in which the molecules were found arranged in head-to-tail monolayers, molecules A and B form a complex motif with pairwise alternating orientations and interdigitating antiparallel aliphatic chains. The two symmetry independent molecules form considerably different hydrogen bond patterns.

  DOI：

  10.1016/0008-6215(94)00346-h
• 作为产物：
  描述：

  sodium D-gluconate 在 cation exchange resin (BioRad W-X₈) 作用下， 以 水 为溶剂， 反应 0.25h， 以930 mg的产率得到6-deoxy-D-gluconolactone
  参考文献：
  名称：

  Crystal and molecular structure of N-(n-octyl)-6-deoxy-d-gluconamide: a novel packing of amphiphilic molecules

  摘要：

  N-(n-Octyl)-6-deoxy-D-gluconamide crystallizes in the orthorhombic space group P2(1)2(1)2(1), with a = 5.4524(5), b = 16.662(3), and c = 36.897(5)Angstrom. The structure was determined by X-ray diffraction and refined to R = 9.2%. The asymmetric crystal unit contains two molecules (A,B) with significantly different conformations. In contrast to the crystal structures of the N-(n-alkyl)-D-gluconamide family, in which the molecules were found arranged in head-to-tail monolayers, molecules A and B form a complex motif with pairwise alternating orientations and interdigitating antiparallel aliphatic chains. The two symmetry independent molecules form considerably different hydrogen bond patterns.

  DOI：

  10.1016/0008-6215(94)00346-h

文献信息

• US7932379B2
  申请人：——

  公开号：US7932379B2

  公开（公告）日：2011-04-26
• Crystal and molecular structure of N-(n-octyl)-6-deoxy-d-gluconamide: a novel packing of amphiphilic molecules
  作者：Roswitha Herbst、Thomas Steiner、Beate Pfannemüller、Wolfram Saenger

  DOI：10.1016/0008-6215(94)00346-h

  日期：1995.4

  N-(n-Octyl)-6-deoxy-D-gluconamide crystallizes in the orthorhombic space group P2(1)2(1)2(1), with a = 5.4524(5), b = 16.662(3), and c = 36.897(5)Angstrom. The structure was determined by X-ray diffraction and refined to R = 9.2%. The asymmetric crystal unit contains two molecules (A,B) with significantly different conformations. In contrast to the crystal structures of the N-(n-alkyl)-D-gluconamide family, in which the molecules were found arranged in head-to-tail monolayers, molecules A and B form a complex motif with pairwise alternating orientations and interdigitating antiparallel aliphatic chains. The two symmetry independent molecules form considerably different hydrogen bond patterns.