[(3aR,5R,6S,6aR)-5-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-6-yl] acetate | 98032-70-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [(3aR,5R,6S,6aR)-5-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-6-yl] acetate
• CAS: 98032-70-3
• 化学式: C₁₄H₂₂O₇
• 分子量: 302.324
• InChiKey: QZKDRLZSJSWQPS-RNWYCLNJSA-N

物化性质

• 沸点：
  350.6±42.0 °C(Predicted)
• 密度：
  1.25±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.93
• 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：

  [(3aR,5R,6S,6aR)-5-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-6-yl] acetate 生成 3-O-acetyl-1,2-O-isopropylidene-β-L-idofuranose
  参考文献：
  名称：

  Qureshi, Shireen; Shaw, Gordon; Burgess, E. Gillian, Journal of the Chemical Society. Perkin transactions I, 1985, p. 1557 - 1564

  摘要：

  DOI：
• 作为产物：
  描述：

  1,2:5,6-diacetone-D-glucose 生成 [(3aR,5R,6S,6aR)-5-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-6-yl] acetate
  参考文献：
  名称：

  Qureshi, Shireen; Shaw, Gordon; Burgess, E. Gillian, Journal of the Chemical Society. Perkin transactions I, 1985, p. 1557 - 1564

  摘要：

  DOI：

文献信息

• A mild, efficient, and selective procedure for transprotection of acetonides to acetates catalyzed with HClO4–SiO2
  作者：Hai-Xia Liu、Qin-Pei Wu、Yi-Nan Shu、Xi Chen、Xiao-Dong Xi、Ti-Jian Du、Qing-Shan Zhang

  DOI：10.1016/j.carres.2009.08.035

  日期：2009.11

  The transformation of acetonides into acetates is frequently required in synthetic chemistry. An efficient procedure for direct conversion of acetonides into acetates in the presence of HClO4-SiO2 under mild conditions was developed. The acetonides of primary hydroxy groups are directly converted to diacetates, and the anomeric acetonides of furanosides are stereoselectively transformed into the corresponding acetyl beta-D-furanosides with a 2-acetoxyisopropyl group. (C) 2009 Elsevier Ltd. All rights reserved.
• Qureshi, Shireen; Shaw, Gordon; Burgess, E. Gillian, Journal of the Chemical Society. Perkin transactions I, 1985, p. 1557 - 1564
  作者：Qureshi, Shireen、Shaw, Gordon、Burgess, E. Gillian

  DOI：——

  日期：——
• A mild and efficient method for the chemoselective deprotection of acetonides with lanthanum(III) nitrate hexahydrate
  作者：S. Malla Reddy、Y. Venkat Reddy、Y. Venkateswarlu

  DOI：10.1016/j.tetlet.2005.08.081

  日期：2005.10

  Acetonides are hydrolyzed selectively and efficiently with lanthanum(111) nitrate hexahydrate in acetonitrile. The method has good compatibility with other sensitive hydroxyl protecting groups such as trityl, TBDMS, THP, OAc, OBz and OBn. (c) 2005 Elsevier Ltd. All rights reserved.