1,2-cyclohexylidene-3-O-formyl-5,6-isopropylidene-α-D-glucofuranose | 1333150-99-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,2-cyclohexylidene-3-O-formyl-5,6-isopropylidene-α-D-glucofuranose
• 英文别名: [(3aR,5R,6S,6aR)-5-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]spiro[3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxole-2,1'-cyclohexane]-6-yl] formate
• CAS: 1333150-99-4
• 化学式: C₁₆H₂₄O₇
• 分子量: 328.362
• InChiKey: MNSIGYCSBHBMGQ-RKQHYHRCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  72.4
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1,2-cyclohexylidene-3-O-formyl-5,6-isopropylidene-α-D-glucofuranose 在 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以85.6%的产率得到3,6-anhydro-1,2-O-cyclohexylidene-5-O-formyl-α-D-glucofuranose
  参考文献：
  名称：

  3-O-Acyl triggered tandem Lewis acid catalyzed intramolecular cyclization of diacetone glucose derivatives to 5-O-acyl-3,6-anhydro-d-glucose

  摘要：

  BF(3) mediated one-pot conversion of 3-O-acyl-D-glucose-1,2:5,6-diacetonide derivatives to 5-O-acyl-3,6-anhydro-D-glucose is described through a tandem selective intramolecular cyclization sequence. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.07.034
• 作为产物：
  描述：

  三光气 、 1,2-O-cyclohexylidene-5,6-O-isopropylidene-α-D-glucofuranose 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 1,2-cyclohexylidene-3-O-formyl-5,6-isopropylidene-α-D-glucofuranose
  参考文献：
  名称：

  3-O-Acyl triggered tandem Lewis acid catalyzed intramolecular cyclization of diacetone glucose derivatives to 5-O-acyl-3,6-anhydro-d-glucose

  摘要：

  BF(3) mediated one-pot conversion of 3-O-acyl-D-glucose-1,2:5,6-diacetonide derivatives to 5-O-acyl-3,6-anhydro-D-glucose is described through a tandem selective intramolecular cyclization sequence. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.07.034

文献信息

• 3-O-Acyl triggered tandem Lewis acid catalyzed intramolecular cyclization of diacetone glucose derivatives to 5-O-acyl-3,6-anhydro-d-glucose
  作者：Rajashaker Bantu、Hari Babu Mereyala、Lingaiah Nagarapu、Srinivas Kantevari

  DOI：10.1016/j.tetlet.2011.07.034

  日期：2011.9

  BF(3) mediated one-pot conversion of 3-O-acyl-D-glucose-1,2:5,6-diacetonide derivatives to 5-O-acyl-3,6-anhydro-D-glucose is described through a tandem selective intramolecular cyclization sequence. (C) 2011 Elsevier Ltd. All rights reserved.