(R)-4-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-3-hydroxy-butyric acid methyl ester | 218168-29-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羟基酸及其衍生物
• 英文名称: (R)-4-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-3-hydroxy-butyric acid methyl ester
• 英文别名: methyl (3R)-4-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-3-hydroxybutanoate
• CAS: 218168-29-7
• 化学式: C₁₀H₁₈O₅
• 分子量: 218.25
• InChiKey: DWQVEBNRJGOPAY-HTQZYQBOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  65
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (R)-4-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-3-hydroxy-butyric acid methyl ester 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 以85%的产率得到(S)-4-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-butane-1,3-diol
  参考文献：
  名称：

  Enantioselective synthesis of C2-symmetric hexols from β,δ-diketosulfoxides

  摘要：

  An enantioselective synthesis of(1,2S,4S,8S,10S,11)-hexahydroxyundecane, a C-2-symmetric hexol precursor of the alkaloid (-)-lythranidine, is described. This convergent synthesis was based on the stereoselective reduction of two different beta,delta-diketosulfoxides. (C) 1998 Elsevier Science Ltd, All rights reserved.

  DOI：

  10.1016/s0957-4166(98)00301-2
• 作为产物：
  描述：

  [(4R,6R)-2,2-Dimethyl-6-((S)-toluene-4-sulfinylmethyl)-[1,3]dioxan-4-yl]-acetic acid methyl ester 在 甲醇 、 sodium acetate 、 镍 、 potassium carbonate 、 对甲苯磺酸 、 丙酮 作用下， 以 甲醇 为溶剂， 反应 25.33h， 生成 (R)-4-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-3-hydroxy-butyric acid methyl ester
  参考文献：
  名称：

  Enantioselective synthesis of C2-symmetric hexols from β,δ-diketosulfoxides

  摘要：

  An enantioselective synthesis of(1,2S,4S,8S,10S,11)-hexahydroxyundecane, a C-2-symmetric hexol precursor of the alkaloid (-)-lythranidine, is described. This convergent synthesis was based on the stereoselective reduction of two different beta,delta-diketosulfoxides. (C) 1998 Elsevier Science Ltd, All rights reserved.

  DOI：

  10.1016/s0957-4166(98)00301-2

文献信息

• Enantioselective synthesis of C2-symmetric hexols from β,δ-diketosulfoxides
  作者：Guy Solladié、Françoise Colobert、Donatienne Denni

  DOI：10.1016/s0957-4166(98)00301-2

  日期：1998.9

  An enantioselective synthesis of(1,2S,4S,8S,10S,11)-hexahydroxyundecane, a C-2-symmetric hexol precursor of the alkaloid (-)-lythranidine, is described. This convergent synthesis was based on the stereoselective reduction of two different beta,delta-diketosulfoxides. (C) 1998 Elsevier Science Ltd, All rights reserved.