d,l-α,α'-dioxy-α,α'-di-tert-butylglutaric acid dilactone | 120808-52-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二恶烷
• 英文名称: d,l-α,α'-dioxy-α,α'-di-tert-butylglutaric acid dilactone
• 英文别名: (+/-)-1,4-di-tert-butyl-2,5-dioxabicyclo[2.2.1]heptane-3,6-dione；Qbgvbsiferbaqd-uhfffaoysa-；1,4-ditert-butyl-2,5-dioxabicyclo[2.2.1]heptane-3,6-dione
• CAS: 120808-52-8
• 化学式: C₁₃H₂₀O₄
• 分子量: 240.299
• InChiKey: QBGVBSIFERBAQD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  d,l-α,α'-dioxy-α,α'-di-tert-butylglutaric acid dilactone 在 氢氧化钾 、 重水 作用下， 生成
  参考文献：
  名称：

  Stereoselective synthesis of derivatives of d,l-?,??-dihydroxy-?,??-di-tert-butylglutaric acid

  摘要：

  DOI：

  10.1007/bf00953442
• 作为产物：
  描述：

  2,2,6,6-四甲基-3,5-庚二酮 在 盐酸 、 氢气 、 三乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 乙醚 为溶剂， 生成 d,l-α,α'-dioxy-α,α'-di-tert-butylglutaric acid dilactone
  参考文献：
  名称：

  Stereoselective synthesis of derivatives of d,l-?,??-dihydroxy-?,??-di-tert-butylglutaric acid

  摘要：

  DOI：

  10.1007/bf00953442

文献信息

• Automatic assembly of skeleton structures. 3. Stereoselective synthesis, stereochemistry, and cyclization ofd,l-?,?'-dioxy-?,?'-di-tert-butylglutaric acid
  作者：I. V. Vystorop、Yu. N. El'natanov、R. G. Kostyanovskii

  DOI：10.1007/bf00864186

  日期：1992.7

  Stereoselective synthesis of d,1-alpha,alpha'-dioxy-alpha,alpha'-di-tert-butylglutaric acid hydroxyiminolactonitrile (3) was conducted by the reaction of dipivaloylmethane with HCN in ether. The corresponding hydroxylacetonitrile (4) and amide (5), acid (6), and its ester (7), from which dilactone (8) was synthesized with preparative yields, were obtained from 3. Benzyl amide (9) was obtained by the reaction of 8 with BnNH2. The iminolactone structure 3 of dipivaloylmethane bis-cyanohyrin, the cis-pseudo-a orientation of the functional substituents in 3-7 and 9, and the structure of the dilactone 8 were confirmed by the H-1, C-13 NMR, IR and mass spectra.
• Autoassembly of cage structures. 4. Stereochemistry of 2,5-di-tert-butyl-?-butyrolactone-4-carboxy-s-(?)-phenylethylamide
  作者：I. V. Vystorop、A. B. Zolotoi、V. M. Anisimov、V. G. Kartsev、R. G. Kostyanovskii

  DOI：10.1007/bf00864187

  日期：1992.7

  The diastereoisomeric lactonamides (2a, b), obtained from the dilactone (1) and S-phenylethylamine, have been separated. X-ray crystallography shows that the high-melting isomer (2a) has the R-configuration at the chiral centers C2 and C4, the enantiomeric conformation of the gamma-lactone ring being of the S-type in the twist form, intermediate between envelope 2E and semi-chair 2(3)T. It is shown by molecular mechanics that the minimum steric energy of 2a corresponds to a conformation of the heterocycle close to the envelope form 3E. Examination of van der Waals interactions shows that the calculated structure for 2a is preferred. The reasons for the nonidentity of the forms of the gamma-lactone ring of 2a in the crystal and the free state are discussed. The crystal structure of 2a is composed of two geometrically similar independent molecules associated along the axis by weak hydrogen bonds of two types, the energies of which have been estimated from the nu(XH) values, which are related by the expression nu(XH) = f(R(X...O)), where X = N, O.
• Stereoselective synthesis of derivatives of d,l-?,??-dihydroxy-?,??-di-tert-butylglutaric acid
  作者：I. V. Vystorop、Yu. I. �l'natanov、I. I. Chervin、V. N. Voznesenskii、R. G. Kostyanovskii

  DOI：10.1007/bf00953442

  日期：1988.10

表征谱图