D-gulo-1,5-lactone | 120523-34-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: D-gulo-1,5-lactone
• 英文别名: D-Gulonolactone；L-Gulono-lacton；(3R,4R,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-one
• CAS: 120523-34-4
• 化学式: C₆H₁₀O₆
• 分子量: 178.142
• InChiKey: PHOQVHQSTUBQQK-KKQCNMDGSA-N

物化性质

• 沸点：
  446.4±38.0 °C(Predicted)
• 密度：
  1.720±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -2
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  107
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  D-gulo-1,5-lactone 生成 zinc;(2R,3R,4S,5R)-2,3,4,5,6-pentahydroxyhexanoate
  参考文献：
  名称：

  HEIKKILA, HEIKKI OLAVI;NURMI, JUHA VEIKKO

  摘要：

  DOI：
• 作为产物：
  描述：

  D-gulopyranose 在 silver nitrate 作用下， 生成 D-gulo-1,5-lactone
  参考文献：
  名称：

  Krupenskii, V. I., Journal of general chemistry of the USSR, 1984, vol. 54, # 11, p. 2304 - 2307

  摘要：

  DOI：

文献信息

• A Novel Approach for the Synthesis of<i>seco</i>C-Nucleoside Analogues
  作者：Laila F. Awad、El Sayed H. El Ashry

  DOI：10.1080/15257779908041493

  日期：1999.4

  The synthesis of 4-amino-3-(D-gluco- or D-galacto-pentitoi-1.yl)-5-mercapto-1,2,4-triazoles and their conversion to the respective 6-methyl-3-(1,2,3,4,5-penta-O-acetyl-pentitol-1-yl)1,2,4-triazolo[3,4-b] 1,3,4-thiadiazoles have been achieved. The vicinal coupling constants were used to deduce the favored conformations.
• The crystal packing of N-(n-octyl)-d-gulonamide containing tail-to-tail sheets compared to its gluconamide diastereomer showing head-to-tail arrangement
  作者：Christoph André、Peter Luger、Sönke Svenson

  DOI：10.1016/s0008-6215(00)90511-1

  日期：1992.6

  N-Octylamides of diastereomeric gluconic and gulonic acids form molecular aggregates of extremely different curvature, namely helical micellar rods with a diameter of 4 nm and planar bilayers. In the crystal structure of the gulonamide compound, symmetric ''tail-to-tail'' bilayer sheets are observed, whereas the gluconamide derivative (whose crystal structure was determined previously) forms an unusual ''head-to-tail'' arrangement. These differences are unexpected because both diastereomers contain one pair each of syn- and anti-oriented hydroxyl groups in 1,3-positions of the extended aldonic acid chains. The experimental results are explained by the occurrence of hydrogen-bond patterns between hydroxyl groups, either within one crystal sheet or hydrophobic bilayer (gluconamide) or between the end groups of neighboring sheets (gulonamide).
• MEINETSBERGER, EIKE
  作者：MEINETSBERGER, EIKE

  DOI：——

  日期：——
• HEIKKILA, HEIKKI OLAVI;NURMI, JUHA VEIKKO
  作者：HEIKKILA, HEIKKI OLAVI、NURMI, JUHA VEIKKO

  DOI：——

  日期：——
• BOUZARD, D.;PEROL, C.;STEMER, J.;WEBER, A.;GRANATEK, E. S.
  作者：BOUZARD, D.、PEROL, C.、STEMER, J.、WEBER, A.、GRANATEK, E. S.

  DOI：——

  日期：——