Acetic acid (4S,5R,4'S,5'R)-5'-bromomethyl-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-ylmethyl ester | 188575-84-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Acetic acid (4S,5R,4'S,5'R)-5'-bromomethyl-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-ylmethyl ester
• CAS: 188575-84-0
• 化学式: C₁₄H₂₃BrO₆
• 分子量: 367.237
• InChiKey: HPXFUJUNQAFSBU-QCNOEVLYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.98
• 重原子数：
  21.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  63.22
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  Acetic acid (4S,5R,4'S,5'R)-5'-bromomethyl-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-ylmethyl ester 在 三氟乙酸 作用下， 生成
  参考文献：
  名称：

  Unprecedented biocatalytic desymmetrization of hexitols

  摘要：

  An unprecedented biocatalytic desymmetrization of a dulcitol derivative leads to optically active hexitols, The best results have been obtained with PFL or Lipase PS, with ees superior to 98% and chemical yields of 75-86%, The absolute configurations of the title chiral compounds have been determined by transformation into known bromo derivatives, already utilized for the preparation of optically active tetrahydrofurans. (C) 1997 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(96)00532-0
• 作为产物：
  描述：

  (2R,5S)-1-O-acetyl-2,3:4,5-di-O-isopropylidenedulcitol 在 溴 、 三苯基膦 作用下， 以85%的产率得到Acetic acid (4S,5R,4'S,5'R)-5'-bromomethyl-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-ylmethyl ester
  参考文献：
  名称：

  Unprecedented biocatalytic desymmetrization of hexitols

  摘要：

  An unprecedented biocatalytic desymmetrization of a dulcitol derivative leads to optically active hexitols, The best results have been obtained with PFL or Lipase PS, with ees superior to 98% and chemical yields of 75-86%, The absolute configurations of the title chiral compounds have been determined by transformation into known bromo derivatives, already utilized for the preparation of optically active tetrahydrofurans. (C) 1997 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(96)00532-0