| 1051367-39-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• CAS: 1051367-39-5
• 化学式: C₁₄H₂₄O₇S
• 分子量: 336.406
• InChiKey: JSSDVKOYYVECID-CGWKUCEJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.58
• 重原子数：
  22.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  91.29
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 反应 18.0h， 以95%的产率得到(1R,2S,6S,7R,9R)-4,4,12,12-tetramethyl-7-(methylsulfonylmethyl)-3,5,8,11,13-pentaoxatricyclo[7.4.0.02,6]tridecane
  参考文献：
  名称：

  Thermodynamics versus kinetics in hetero-Michael cyclizations: a highly stereoselective approach to access both epimers of a C-d-mannopyranoside

  摘要：

  A simple method for the stereocontrolled synthesis of both alpha and beta pseudo-anomers of a thio-functionalized C-glycoside is described. A 2,3:4,6-di-O-isopropylidene manno scaffold is employed to allow a strict control of the diastereoselectivity of the base-catalyzed intramolecular hetero-Michael addition of an alcohol to a vinyl sulfone, by simply changing the temperature of the reaction. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.05.117
• 作为产物：
  描述：

  1,2-dideoxy-3,4:5,7-di-O-isopropylidene-1-methylthio-D-manno-hept-1-enitol 在 碳酸氢钠 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 以77%的产率得到
  参考文献：
  名称：

  Thermodynamics versus kinetics in hetero-Michael cyclizations: a highly stereoselective approach to access both epimers of a C-d-mannopyranoside

  摘要：

  A simple method for the stereocontrolled synthesis of both alpha and beta pseudo-anomers of a thio-functionalized C-glycoside is described. A 2,3:4,6-di-O-isopropylidene manno scaffold is employed to allow a strict control of the diastereoselectivity of the base-catalyzed intramolecular hetero-Michael addition of an alcohol to a vinyl sulfone, by simply changing the temperature of the reaction. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.05.117