(R,S)-2-methyl-4-(phenylmethyloxy)butan-1-ol | 96154-46-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (R,S)-2-methyl-4-(phenylmethyloxy)butan-1-ol
• 英文别名: 4-(benzyloxy)-2-methylbutan-1-ol；4-benzyloxy-2-methylbutan-1-ol；2-methyl-4-phenylmethoxybutan-1-ol
• CAS: 96154-46-0
• 化学式: C₁₂H₁₈O₂
• 分子量: 194.274
• InChiKey: OSQNEAVQIKPMKL-UHFFFAOYSA-N

物化性质

• 沸点：
  290.7±23.0 °C(Predicted)
• 密度：
  1.009±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  14
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 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：

  (R,S)-2-methyl-4-(phenylmethyloxy)butan-1-ol 在 氢气 作用下， 生成 (3S)-3-methyldihydrofuran-2(3H)-one
  参考文献：
  名称：

  通过生化方法的双功能手性合成子。：VI。C 5类异戊二烯单位。

  摘要：

  利用PLE的微生物动力学拆分和对映体选择性水解，已经开发了两种制备类异戊二烯卡隆的方法。

  DOI：

  10.1016/s0040-4039(00)98486-7
• 作为产物：
  描述：

  (S)-2-methyl-2-<2-(phenylmethoxy)ethyl>oxirane 在 锰 、 1,4-环己二烯 、 titanocene dichloride 、 2,4,6-collidine hydrochloride 作用下， 以 四氢呋喃 为溶剂， 反应 16.0h， 以67%的产率得到(R,S)-2-methyl-4-(phenylmethyloxy)butan-1-ol
  参考文献：
  名称：

  新的催化自由基反应的出现：二茂钛催化的环氧化物还原开环

  摘要：

  描述了通过单电子转移 (SET) 将环氧化物催化打开为 β-钛氧基自由基的重要催化作用。这些自由基可以还原为醇或参与 C-C 键形成反应。催化循环的一个关键步骤是概念上新颖的钛-氧和-碳键的质子化。我们的方法结合了自由基反应的优点，例如在质子条件下自由基的高官能团耐受性和稳定性，以及有机金属配合物确定试剂控制反应中转化过程的能力。

  DOI：

  10.1021/ja981635p

文献信息

• Emergence of a Novel Catalytic Radical Reaction:  Titanocene-Catalyzed Reductive Opening of Epoxides
  作者：Andreas Gansäuer、Harald Bluhm、Marianna Pierobon

  DOI：10.1021/ja981635p

  日期：1998.12.1

  The preparatively important catalytic opening of epoxides to β-titanoxy radicals via single-electron transfer (SET) is described. These radicals can be reduced to alcohols or participate in C−C bond-forming reactions. A key step in the catalytic cycle is the conceptually novel protonation of titanium−oxygen and −carbon bonds. Our method combines the advantages of radical reactions, e.g., high functional

  描述了通过单电子转移 (SET) 将环氧化物催化打开为 β-钛氧基自由基的重要催化作用。这些自由基可以还原为醇或参与 C-C 键形成反应。催化循环的一个关键步骤是概念上新颖的钛-氧和-碳键的质子化。我们的方法结合了自由基反应的优点，例如在质子条件下自由基的高官能团耐受性和稳定性，以及有机金属配合物确定试剂控制反应中转化过程的能力。
• Studies on the enantioselectivity of the transesterification of 2-methyl-1,4-butanediol and its derivatives catalyzed by Pseudomonas fluorescens lipase in organic solvents
  作者：Paride Grisenti、Patrizia Ferraboschi、Silvana Casati、Enzo Santaniello

  DOI：10.1016/s0957-4166(00)80144-5

  日期：1993.5

  The irreversible transesterification of 2-methyl-1,4-butanediol 1a and its benzyl ethers 2a and 3a catalyzed by Pseudomonas fluorescens lipase in chloroform was studied, the highest ee (>98%) having been obtained for the 4-benzyl ether 2a.

  研究了荧光假单胞菌脂肪酶在氯仿中催化的2-甲基-1,4-丁二醇1a及其苄基醚2a和3a的不可逆酯交换反应，对于4-苄基醚2a已获得最高ee（> 98％）。
• Enantioselective Synthesis of the Sex Pheromone of Lichen Moth, Miltochrista calamine, and Its Diastereomer
  作者：Jiangchun Zhong、Gucheng Yuan、Jiawei Liu、Shihang Yu、Xueyang Wang、Qinghua Bian、Min Wang

  DOI：10.1055/s-0040-1719835

  日期：2022.1

  The synthesis of a Miltochrista calamine sex pheromone and its diastereomer has been developed. The key steps of the synthetic approach involved Evans’ chiral auxiliaries and the addition of alkyne to aldehyde, which were firstly applied to prepare this sex pheromone and its diastereomer. The synthetic sex pheromone could be used to trap insects and study physiological and ecological questions of the

  已经开发了Miltochrista 炉甘石性信息素及其非对映异构体的合成。合成方法的关键步骤涉及 Evans 的手性助剂和炔与醛的加成，这些步骤首先用于制备这种性信息素及其非对映异构体。合成性信息素可用于诱捕昆虫和研究地衣蛾的生理和生态问题。
• Synthesis and Characterization of New Malolactonate Polymers and Copolymers for Biomedical Applications
  作者：Ranieri Bizzarri、Federica Chiellini、Roberto Solaro、Emo Chiellini、Sandrine Cammas-Marion、Philippe Guerin

  DOI：10.1021/ma0111257

  日期：2002.2.1

  A new class of malolactonate polymers and copolymers were synthesized, starting from the corresponding lactones, and then Characterized. Different lateral groups were selected for these polyesters to achieve a wide range of materials characteristics and possible biological recognition. The monomers were prepared according to two established procedures, which gave rather good overall yields. The polymers were obtained by the anionic ring-opening polymerization of the corresponding four-member ring monomers in the presence of a quaternary ammonium salt: as the initiator. Final macromolecular and thermal characteristics were in agreement with the designed monomer structures. Molecular weights in the range 4-20 kDa were obtained, as a result of chain transfer reactions. The prepared polyesters displayed stability up to 200 degreesC, and, when tested in preliminary cell culture experiments, provided indications for future applications in the biomedical field.
• HETEROCYCLIC TRIAZOLE COMPOUNDS AS AGONISTS OF THE APJ RECEPTOR
  申请人：Amgen Inc.

  公开号：EP3452466B1

  公开（公告）日：2020-08-12