(3aR,6aR,9aR,9bR)-2,2,8,8-Tetramethyl-tetrahydro-1,3,4,7,9-pentaoxa-cyclopenta[e]azulen-6-one | 375380-60-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氧吡喃
• 英文名称: (3aR,6aR,9aR,9bR)-2,2,8,8-Tetramethyl-tetrahydro-1,3,4,7,9-pentaoxa-cyclopenta[e]azulen-6-one
• CAS: 375380-60-2
• 化学式: C₁₂H₁₈O₆
• 分子量: 258.271
• InChiKey: UDTKCISRVNSSKF-AXTSPUMRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.58
• 重原子数：
  18.0
• 可旋转键数：
  0.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  63.22
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (3aR,6aR,9aR,9bR)-2,2,8,8-Tetramethyl-tetrahydro-1,3,4,7,9-pentaoxa-cyclopenta[e]azulen-6-one 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 反应 0.75h， 以27%的产率得到1,2:3,4-di-O-isopropylidene-β-L-altroseptanose
  参考文献：
  名称：

  Preparation of 1,2-O-isopropylidene derivatives of α-d-galactoseptanose, β-l-altroseptanose, and 3-O-methyl-α-d-guloseptanose

  摘要：

  Displacement of the tosyloxy group in 5-O-benzyl-1,2-O-isopropylidene-4-O-(p-toluenesulfonyl)-alpha -D-glucoseptanose has yielded derivatives of 1,2-O-isopropylidene-alpha -D-galactoseptanose. Acid catalysed acetonation then gave 1,2:3,4-di-O-isopropylidene-alpha -D-galactoseptanose or 1,2;4,5-di-O-isopropylidene-alpha -D-galactoseptanose using lower acid concentrations. Reduction of the ketone derived from 1,2:3,4-O-isopropylidene-alpha -D-septanose gave 1,2;3,4-di-O-isopropylidene-beta -L-altroseptanose. Reaction of 3,4-anhydro-5-O-benzyl-1,2-O-isopropylidene-alpha -D-galactoseptanose with sodium methoxide gave 5-0-benzyl-1,2-O-isopropylidene-4-O-methyl-alpha -D-glucoseptanose and 5-0-benzyl-1,2-O-isopropylidene-3-O-methyl-alpha -D-guloseptanose. Solution-state conformations of these compounds have been deduced from their H-1 NMR spectra. (C) 2001 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0008-6215(01)00179-3
• 作为产物：
  描述：

  5-O-benzyl-1,2:3,4-di-O-isopropylidene-α-D-galactoseptanose 在 palladium on activated charcoal ruthenium(IV) oxide 、 sodium periodate 、 氢气 、 potassium carbonate 作用下， 以 甲醇 、 氯仿 、 水 为溶剂， 反应 1.0h， 生成 (3aR,6aR,9aR,9bR)-2,2,8,8-Tetramethyl-tetrahydro-1,3,4,7,9-pentaoxa-cyclopenta[e]azulen-6-one
  参考文献：
  名称：

  Preparation of 1,2-O-isopropylidene derivatives of α-d-galactoseptanose, β-l-altroseptanose, and 3-O-methyl-α-d-guloseptanose

  摘要：

  Displacement of the tosyloxy group in 5-O-benzyl-1,2-O-isopropylidene-4-O-(p-toluenesulfonyl)-alpha -D-glucoseptanose has yielded derivatives of 1,2-O-isopropylidene-alpha -D-galactoseptanose. Acid catalysed acetonation then gave 1,2:3,4-di-O-isopropylidene-alpha -D-galactoseptanose or 1,2;4,5-di-O-isopropylidene-alpha -D-galactoseptanose using lower acid concentrations. Reduction of the ketone derived from 1,2:3,4-O-isopropylidene-alpha -D-septanose gave 1,2;3,4-di-O-isopropylidene-beta -L-altroseptanose. Reaction of 3,4-anhydro-5-O-benzyl-1,2-O-isopropylidene-alpha -D-galactoseptanose with sodium methoxide gave 5-0-benzyl-1,2-O-isopropylidene-4-O-methyl-alpha -D-glucoseptanose and 5-0-benzyl-1,2-O-isopropylidene-3-O-methyl-alpha -D-guloseptanose. Solution-state conformations of these compounds have been deduced from their H-1 NMR spectra. (C) 2001 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0008-6215(01)00179-3