4-(butyltelluro)butan-2-ol | 861399-10-2

• 分子结构分类: 有机化合物 - 有机氧化合物 - 有机含氧阴离子化合物
• 英文名称: 4-(butyltelluro)butan-2-ol
• 英文别名: (RS)-1-(n-butyltellanyl)-3-butanol；4-(butyltellanyl)butan-2-ol；(Rs)-4-(butyltelluryl)butan-2-ol；4-butyltellanylbutan-2-ol
• CAS: 861399-10-2
• 化学式: C₈H₁₈OTe
• 分子量: 257.83
• InChiKey: YZHKZEQGHBGCKK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  10
• 可旋转键数：
  6
• 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：

  4-(butyltelluro)butan-2-ol 在 Novozym 435(R) 、 potassium carbonate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 1.0h， 生成 (R)-1-(n-butyltellanyl)-3-butanol
  参考文献：
  名称：

  螺环金属和1,6-二加氧系统合成中的碲/锂交换反应

  摘要：

  通过伴随的酸/碱和碲/锂交换反应生成了1,4-C，O-阴离子。用氯化铈将二锂盐金属转移成相应的二铈盐，然后与内酯和羧酸酐反应以产生相应的螺缩酮。二锂实体也被转化为相应的氰基丙酸酯，其将1，4-方式加成至2-环己烯-1-酮以形成1，6-二加氧化合物。

  DOI：

  10.1016/j.tet.2007.03.178
• 作为产物：
  描述：

  4-(butyltellanyl)butan-2-one 在 sodium tetrahydroborate 作用下， 以 四氢呋喃 、 正己烷 、 水 为溶剂， 反应 0.17h， 以7.7 g的产率得到4-(butyltelluro)butan-2-ol
  参考文献：
  名称：

  螺环金属和1,6-二加氧系统合成中的碲/锂交换反应

  摘要：

  通过伴随的酸/碱和碲/锂交换反应生成了1,4-C，O-阴离子。用氯化铈将二锂盐金属转移成相应的二铈盐，然后与内酯和羧酸酐反应以产生相应的螺缩酮。二锂实体也被转化为相应的氰基丙酸酯，其将1，4-方式加成至2-环己烯-1-酮以形成1，6-二加氧化合物。

  DOI：

  10.1016/j.tet.2007.03.178

文献信息

• Lipase-catalyzed kinetic resolution of (RS)-hydroxy tellurides
  作者：Alcindo A. Dos Santos、Carlos E. Da Costa、Jefferson L. Princival、João V. Comasseto

  DOI：10.1016/j.tetasy.2006.07.024

  日期：2006.9

  The enzymatic resolution of racemic mixtures of hydroxy tellurides with a range of lipases has been investigated. Lipase-B from Candida antarctica (CALB) gave the best conversions, providing both enantiomers with high enantiomeric purity. A comparative study of the effect of solvent and substrate on the enzymatic kinetic resolution was performed. (c) 2006 Elsevier Ltd. All rights reserved.
• γ-Butyltelluro-2-butanol: a route to reactive 1,4-dianion intermediates
  作者：Jefferson L. Princival、Simone M.G. de Barros、João V. Comasseto、Alcindo A. Dos Santos

  DOI：10.1016/j.tetlet.2005.05.002

  日期：2005.6

  gamma-Butyltelluro-2-butanol was reacted with 2 equiv of n-butyllithium. Both tellurium/lithium exchange and the proton abstraction reactions took place in a single step and the lithium dianion intermediate efficiently reacted with aldehydes and ketones, producing the corresponding diols. (c) 2005 Elsevier Ltd. All rights reserved.
• Tellurium in organic synthesis: the enantioselective synthesis of the pheromone blend components of Mayetiola destructor, Drosophila mulleri and Contarinia pisi
  作者：Renan S. Ferrarini、João V. Comasseto、Alcindo A. Dos Santos

  DOI：10.1016/j.tetasy.2009.08.003

  日期：2009.9

  The components of the pheromone blend of Mayetiola destructor, Drosophila mulleri, and Contarinia pisi were synthesized in high enantiomeric excess (99% ee) from a common enantiopure dianion prepared from an enantiopure hydroxytelluride. (C) 2009 Elsevier Ltd. All rights reserved.
• Tellurium/lithium exchange reactions in the synthesis of spiroketals and 1,6-dioxygenated systems
  作者：Alcindo A. Dos Santos、Jefferson L. Princival、João V. Comasseto、Simone M.G. de Barros、José E. Brainer Neto

  DOI：10.1016/j.tet.2007.03.178

  日期：2007.6

  O-dianions have been generated through concomitant acid/base and tellurium/lithium exchange reactions. The di-lithium salts were transmetallated with cerium chloride to the corresponding di-cerium salts and subsequently reacted with lactones and carboxylic acid anhydrides to yield the respective spiroketals. The di-lithium entities were also converted into the corresponding cyanocuprates that add in

  通过伴随的酸/碱和碲/锂交换反应生成了1,4-C，O-阴离子。用氯化铈将二锂盐金属转移成相应的二铈盐，然后与内酯和羧酸酐反应以产生相应的螺缩酮。二锂实体也被转化为相应的氰基丙酸酯，其将1，4-方式加成至2-环己烯-1-酮以形成1，6-二加氧化合物。
• Functionalized organozincates and organocuprates derived from γ-hydroxytellurides in the preparation of 1,4-hydroxyketones
  作者：Jefferson L. Princival、Alcindo A. Dos Santos、João V. Comasseto

  DOI：10.1016/j.tetlet.2009.08.097

  日期：2009.11

  A C-O-dianionic zincate was generated by a Te/Li exchange reaction of an alkyltelluride, followed by Li/Zn transmetallation and reaction with methyllithium. The reaction between the enantiomerically pure (99% ee) (R)-dianionic zincate and benzoyl chloride led to 3-hydroxy-1-phenyl pentanone with total retention of the carbon configuration (99% ee). Similar results were obtained using the corresponding Lipshutz cyanocuprates. (C) 2009 Elsevier Ltd. All rights reserved.