(1R,2S,3S,6S)-4-bromo-7,7-dichlorobicyclo<4.1.0>hept-4-ene-2,3-diol | 165317-30-6

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 卤代醇
• 英文名称: (1R,2S,3S,6S)-4-bromo-7,7-dichlorobicyclo<4.1.0>hept-4-ene-2,3-diol
• 英文别名: (1R,2S,3S,6S)-4-bromo-7,7-dichlorobicyclo[4.1.0]hept-4-ene-2,3-diol
• CAS: 165317-30-6
• 化学式: C₇H₇BrCl₂O₂
• 分子量: 273.941
• InChiKey: GOLPIDZINJJMPD-OGCOERNTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (1R,2S,3S,6S)-4-bromo-7,7-dichlorobicyclo<4.1.0>hept-4-ene-2,3-diol 在 4-acetylamino-2,2,6,6-tetramethylpiperidine-N-oxyl 、 对甲苯磺酸 作用下， 以 二氯甲烷 为溶剂， 以23%的产率得到(1R,3S,6S)-4-bromo-7,7-dichloro-3-hydroxybicyclo<4.1.0>hept-4-en-2-one
  参考文献：
  名称：

  Oxidation of vic-Diols to .alpha.-Dicarbonyl Compounds Using the Oxoammonium Salt Derived from 4-Acetamido-TEMPO and p-Toluenesulfonic Acid

  摘要：

  Both open-chain and cyclic vicinal-diols are oxidized to the corresponding alpha-dicarbonyl compound by the oxoammonium salt derived from 4-acetamido-TEMPO and p-toluenesulfonic acid. With certain exceptions, yields are as high or higher than those obtained when Swern reagents are used to effect the same conversions.

  DOI：

  10.1021/jo00100a040
• 作为产物：
  描述：

  (3aS,7aS)-4-bromo-2,2-dimethyl-3a,7a-dihydro-1,3-benzodioxole 在 盐酸 、 sodium hydroxide 、 苄基三乙基氯化铵 作用下， 以 四氢呋喃 为溶剂， 反应 90.5h， 生成 (1R,2S,3S,6S)-4-bromo-7,7-dichlorobicyclo<4.1.0>hept-4-ene-2,3-diol
  参考文献：
  名称：

  Oxidation of vic-Diols to .alpha.-Dicarbonyl Compounds Using the Oxoammonium Salt Derived from 4-Acetamido-TEMPO and p-Toluenesulfonic Acid

  摘要：

  Both open-chain and cyclic vicinal-diols are oxidized to the corresponding alpha-dicarbonyl compound by the oxoammonium salt derived from 4-acetamido-TEMPO and p-toluenesulfonic acid. With certain exceptions, yields are as high or higher than those obtained when Swern reagents are used to effect the same conversions.

  DOI：

  10.1021/jo00100a040

文献信息

• Banwell Martin G., Bridges Vanessa S., Dupuche Joseph R., Richards Sharon+, J. Org. Chem., 59 (1994) N 21, S 6338- 6343
  作者：Banwell Martin G., Bridges Vanessa S., Dupuche Joseph R., Richards Sharon+

  DOI：——

  日期：——
• Oxidation of vic-Diols to .alpha.-Dicarbonyl Compounds Using the Oxoammonium Salt Derived from 4-Acetamido-TEMPO and p-Toluenesulfonic Acid
  作者：Martin G. Banwell、Vanessa S. Bridges、Joseph R. Dupuche、Sharon L. Richards、Justine M. Walter

  DOI：10.1021/jo00100a040

  日期：1994.10

  Both open-chain and cyclic vicinal-diols are oxidized to the corresponding alpha-dicarbonyl compound by the oxoammonium salt derived from 4-acetamido-TEMPO and p-toluenesulfonic acid. With certain exceptions, yields are as high or higher than those obtained when Swern reagents are used to effect the same conversions.