[(3aR,6aR)-4-[tert-butyl(dimethyl)silyl]oxy-2,2-dimethyl-6,6a-dihydro-4H-furo[3,4-d][1,3]dioxol-3a-yl]methyl 4-methylbenzenesulfonate | 917368-26-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: [(3aR,6aR)-4-[tert-butyl(dimethyl)silyl]oxy-2,2-dimethyl-6,6a-dihydro-4H-furo[3,4-d][1,3]dioxol-3a-yl]methyl 4-methylbenzenesulfonate
• CAS: 917368-26-4
• 化学式: C₂₁H₃₄O₇SSi
• 分子量: 458.648
• InChiKey: XYBWNEPBXLOKOJ-IIAQOEISSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.97
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  88.7
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  [(3aR,6aR)-4-[tert-butyl(dimethyl)silyl]oxy-2,2-dimethyl-6,6a-dihydro-4H-furo[3,4-d][1,3]dioxol-3a-yl]methyl 4-methylbenzenesulfonate 在 吡啶 、 chromium(VI) oxide 、 lithium aluminium tetrahydride 、 四丁基氟化铵 、 乙酸酐 、 溶剂黄146 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 为溶剂， 生成 (3R,4R)-二氢-3,4-二羟基-3-甲基-2(3H)-呋喃酮
  参考文献：
  名称：

  Concise synthesis of enantiopure erythro-saccharinic acid lactone and potassium (2R,3R)-2,3,4-trihydroxy-2-methylbutanoate

  摘要：

  A short and efficient approach was applied to the total synthesis of erythro-saccharinic acid lactone and the leaf-closing substance potassium (2R,3R)-2,3,4-trihydroxy-2-methylbutanoate from a 2-C-hydroxymethyl-D-erythrose derivative, using a combined strategy. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.09.156
• 作为产物：
  描述：

  2-C-hydroxymethyl-2,3-O-isopropylidene-D-erythrofuranose 在 吡啶 、 咪唑 作用下， 以 二氯甲烷 为溶剂， 生成 [(3aR,6aR)-4-[tert-butyl(dimethyl)silyl]oxy-2,2-dimethyl-6,6a-dihydro-4H-furo[3,4-d][1,3]dioxol-3a-yl]methyl 4-methylbenzenesulfonate
  参考文献：
  名称：

  Concise synthesis of enantiopure erythro-saccharinic acid lactone and potassium (2R,3R)-2,3,4-trihydroxy-2-methylbutanoate

  摘要：

  A short and efficient approach was applied to the total synthesis of erythro-saccharinic acid lactone and the leaf-closing substance potassium (2R,3R)-2,3,4-trihydroxy-2-methylbutanoate from a 2-C-hydroxymethyl-D-erythrose derivative, using a combined strategy. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.09.156

文献信息

• Concise synthesis of enantiopure erythro-saccharinic acid lactone and potassium (2R,3R)-2,3,4-trihydroxy-2-methylbutanoate
  作者：Alexandros E. Koumbis、Apostolos D. Kaitaidis、Stefanos S. Kotoulas

  DOI：10.1016/j.tetlet.2006.09.156

  日期：2006.11

  A short and efficient approach was applied to the total synthesis of erythro-saccharinic acid lactone and the leaf-closing substance potassium (2R,3R)-2,3,4-trihydroxy-2-methylbutanoate from a 2-C-hydroxymethyl-D-erythrose derivative, using a combined strategy. (c) 2006 Elsevier Ltd. All rights reserved.