(E)-4-chloro-1-deuterio-2-methyl-2-buten-1-ol | 444300-92-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (E)-4-chloro-1-deuterio-2-methyl-2-buten-1-ol
• 英文别名: (E)-4-chloro-1-deuterio-2-methylbut-2-en-1-ol
• CAS: 444300-92-9
• 化学式: C₅H₉ClO
• 分子量: 121.571
• InChiKey: HHXQXMWEBNDXIA-IKQRSKIZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  7
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (E)-4-chloro-1-deuterio-2-methyl-2-buten-1-ol 在 tris(tetra-n-butylammonium) hydrogen pyrophosphate 、 DOWEX 50WX₈-200 、 碳酸氢铵 作用下， 以 乙腈 、 异丙醇 为溶剂， 反应 2.0h， 以83%的产率得到(E)-4-hydroxy-4-deuterio-3-methyl-2-buten-1-yl diphosphate
  参考文献：
  名称：

  Synthesis of (E)-4-Hydroxydimethylallyl Diphosphate. An Intermediate in the Methyl Erythritol Phosphate Branch of the Isoprenoid Pathway

  摘要：

  The syntheses of (E)-1-hydroxy-2-methyl-2-buten-4-yl diphosphate ((E)-4-hydroxydimethylallyl diphosphate, HDMAPP), an intermediate in the methyl erythritol phosphate pathway, and (E)-[4-H-2]HDMAPP were accomplished in two steps from (E)-4-chloro-2-methyl-2-butenal. The synthetic route is easily adaptable for the facile incorporation of tritium at C-4 of the diphosphate.

  DOI：

  10.1021/jo0258453
• 作为产物：
  描述：

  4-氯-2-甲基-巴豆醛 在 硼氘化钠 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 以80%的产率得到(E)-4-chloro-1-deuterio-2-methyl-2-buten-1-ol
  参考文献：
  名称：

  Synthesis of (E)-4-Hydroxydimethylallyl Diphosphate. An Intermediate in the Methyl Erythritol Phosphate Branch of the Isoprenoid Pathway

  摘要：

  The syntheses of (E)-1-hydroxy-2-methyl-2-buten-4-yl diphosphate ((E)-4-hydroxydimethylallyl diphosphate, HDMAPP), an intermediate in the methyl erythritol phosphate pathway, and (E)-[4-H-2]HDMAPP were accomplished in two steps from (E)-4-chloro-2-methyl-2-butenal. The synthetic route is easily adaptable for the facile incorporation of tritium at C-4 of the diphosphate.

  DOI：

  10.1021/jo0258453

文献信息

• Synthesis of (<i>E</i>)-4-Hydroxydimethylallyl Diphosphate. An Intermediate in the Methyl Erythritol Phosphate Branch of the Isoprenoid Pathway
  作者：David T. Fox、C. Dale Poulter

  DOI：10.1021/jo0258453

  日期：2002.7.1

  The syntheses of (E)-1-hydroxy-2-methyl-2-buten-4-yl diphosphate ((E)-4-hydroxydimethylallyl diphosphate, HDMAPP), an intermediate in the methyl erythritol phosphate pathway, and (E)-[4-H-2]HDMAPP were accomplished in two steps from (E)-4-chloro-2-methyl-2-butenal. The synthetic route is easily adaptable for the facile incorporation of tritium at C-4 of the diphosphate.