erythro-3-bromooctan-2-ol

• 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: erythro-3-bromooctan-2-ol
• 英文别名: (2RS,3SR)-3-bromo-octan-2-ol；(2S,3R)-3-bromooctan-2-ol
• 化学式: C₈H₁₇BrO
• 分子量: 209.126
• InChiKey: SJZMPSMKOYGQBS-JGVFFNPUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  10
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 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：

  erythro-3-bromooctan-2-ol 在 potassium tert-butylate 作用下， 以 various solvent(s) 为溶剂， 生成 trans-2,3-epoxyoctane
  参考文献：
  名称：

  Kinetic resolution of racemic halohydrins, precursors of optically active di- and trialkyl-substituted epoxides, with lipase from Pseudomonas sp.

  摘要：

  Asymmetric acetylation of racemic halohydrins with vinyl acetate catalyzed by lipase from Pseudomonas sp. afforded the optically active beta-halo alcohols 1 and acetates 2 in high enantiomeric excess (68 to > 98%). The enzymatic kinetic resolution was performed on the preparative scale and the halo alcohols 1 and acetates 2 led to the optically active epoxides 3 after base treatment. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(97)00430-8
• 作为产物：
  描述：

  顺-2-辛烯 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 二甲基亚砜 为溶剂， 生成 erythro-3-bromooctan-2-ol
  参考文献：
  名称：

  Stereoselective isomerisations of disubstituted olefins via seleniranes and thiiranes

  摘要：

  DOI：

  10.1016/s0040-4039(00)75220-8

文献信息

• Regio- and stereoselective hydroxybromination and dibromination of olefins using ammonium bromide and oxone®
  作者：Arun Kumar Macharla、Rohitha Chozhiyath Nappunni、Narender Nama

  DOI：10.1016/j.tetlet.2012.01.026

  日期：2012.3

  synthesis of vicinal bromohydrins and dibromides from olefins is presented. Various olefins are regio- and stereoselectively hydroxybrominated and dibrominated with anti fashion, following Markonikov’s rule, using eco-friendly, non-toxic, and stable reagents such as NH4Br and oxone® in CH3CN/H2O (1:1) and CH3CN without employing catalyst in moderate to excellent yields. Bromohydrins are formed instantaneously

  提出了从烯烃合成邻位溴代醇和二溴化物的有效方案。各种烯烃是区域选择性和立体选择性hydroxybrominated并用二溴化抗时尚，以下Markonikov的规则，使用环保的，无毒的，和稳定的试剂，例如NH 4 Br和在的冰冷CH 3 CN / H 2 O（1：1 ）和CH 3 CN，而无需使用催化剂即可获得中等至极好的收率。溴代醇立即形成。
• Chemoenzymatic synthesis of “α-bichiral” synthons. Application to the preparation of chiral epoxides
  作者：Pascale Besse、Henri Veschambre

  DOI：10.1016/s0957-4166(00)80239-6

  日期：1993.6

  Microbiological reduction of 3-bromo-2-octanone and 3-azido-2-octanone led to all the stereoisomers of 3-bromo-2-octanol and 3-azido-2-octanol. Chiral 2,3-epoxyoctanes were prepared from the 3-bromo-2-octanols.
• Kinetic resolution of racemic halohydrins, precursors of optically active di- and trialkyl-substituted epoxides, with lipase from Pseudomonas sp.
  作者：Waldemar Adam、Lluís Blancafort、Chantu R. Saha-Möller

  DOI：10.1016/s0957-4166(97)00430-8

  日期：1997.10

  Asymmetric acetylation of racemic halohydrins with vinyl acetate catalyzed by lipase from Pseudomonas sp. afforded the optically active beta-halo alcohols 1 and acetates 2 in high enantiomeric excess (68 to > 98%). The enzymatic kinetic resolution was performed on the preparative scale and the halo alcohols 1 and acetates 2 led to the optically active epoxides 3 after base treatment. (C) 1997 Elsevier Science Ltd.
• Stereoselective isomerisations of disubstituted olefins via seleniranes and thiiranes
  作者：D. Van Ende、A. Krief

  DOI：10.1016/s0040-4039(00)75220-8

  日期：1975.1