3-bromo-2,6-dimethyl-2-methoxy-8-octanol | 675868-67-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-bromo-2,6-dimethyl-2-methoxy-8-octanol
• 英文别名: (3R)-6-bromo-7-methoxy-3,7-dimethyloctan-1-ol
• CAS: 675868-67-4
• 化学式: C₁₁H₂₃BrO₂
• 分子量: 267.206
• InChiKey: OWACCBGRROQUGR-YHMJZVADSA-N

物化性质

• 沸点：
  309.5±32.0 °C(Predicted)
• 密度：
  1.172±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  14
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-bromo-2,6-dimethyl-2-methoxy-8-octanol 在 氢氧化钾 作用下， 以 1,4-二氧六环 为溶剂， 反应 5.0h， 以90.7%的产率得到trans-2,6-dimethyl-2-methoxy-3-octen-8-ol
  参考文献：
  名称：

  Rose Oxides: A Facile Chemo and Chemo‐Enzymatic Approach

  摘要：

  Nonracemic rose oxides were synthesized from racemic or nonracemic monoterpene alcohol citronellol by a novel chemo and chemo-enzymatic route. After the key step of bromomethoxylation of citronellol, the intermediate was dehydrobrominated by a base, followed by an acid catalyzed demethoxylation along with cyclization to furnish rose oxides in high yield. The racemic dehydrobrominated precursor was also kinetically resolved using various lipases to produce nonracemic rose oxides.

  DOI：

  10.1080/00397910500186425
• 作为产物：
  描述：

  甲醇 、 (R)-(+)-β-香茅醇 在 1,3-二溴-5,5-二甲基海因 作用下， 以 甲醇 为溶剂， 反应 2.0h， 生成 3-bromo-2,6-dimethyl-2-methoxy-8-octanol
  参考文献：
  名称：

  Rose Oxides: A Facile Chemo and Chemo‐Enzymatic Approach

  摘要：

  Nonracemic rose oxides were synthesized from racemic or nonracemic monoterpene alcohol citronellol by a novel chemo and chemo-enzymatic route. After the key step of bromomethoxylation of citronellol, the intermediate was dehydrobrominated by a base, followed by an acid catalyzed demethoxylation along with cyclization to furnish rose oxides in high yield. The racemic dehydrobrominated precursor was also kinetically resolved using various lipases to produce nonracemic rose oxides.

  DOI：

  10.1080/00397910500186425

文献信息

• Rose Oxides: A Facile Chemo and Chemo‐Enzymatic Approach
  作者：Subhash C. Taneja、Vijay K. Sethi、Samar S. Andotra、Surrinder Koul、Ghulam N. Qazi

  DOI：10.1080/00397910500186425

  日期：2005.9.1

  Nonracemic rose oxides were synthesized from racemic or nonracemic monoterpene alcohol citronellol by a novel chemo and chemo-enzymatic route. After the key step of bromomethoxylation of citronellol, the intermediate was dehydrobrominated by a base, followed by an acid catalyzed demethoxylation along with cyclization to furnish rose oxides in high yield. The racemic dehydrobrominated precursor was also kinetically resolved using various lipases to produce nonracemic rose oxides.