(S)-4-methyl-1-phenyl-2-pentanol | 736143-84-3

• 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: (S)-4-methyl-1-phenyl-2-pentanol
• 英文别名: (S)-benzylisobutylcarbinol；(2S)-4-methyl-1-phenylpentan-2-ol
• CAS: 736143-84-3
• 化学式: C₁₂H₁₈O
• 分子量: 178.274
• InChiKey: IUADYGVMSDKSMB-LBPRGKRZSA-N

物化性质

• 沸点：
  198.3±8.0 °C(Predicted)
• 密度：
  0.955±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 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：

  (S)-4-methyl-1-phenyl-2-pentanol 在 lithium hydroxide 、 三乙胺 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 生成
  参考文献：
  名称：

  Exploration of the P2–P3 SAR of aldehyde cathepsin K inhibitors

  摘要：

  The synthesis and biological activity of a series of aldehyde inhibitors of cathepsin K are reported. Exploration of the properties of the S-2 and S-3 subsites with a series of carbamate derivatized norleucine aldehydes substituted at the P-2 and P-3 positions afforded analogs with cathepsin K IC(50)s between 600 nM and 130 pM. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.04.084
• 作为产物：
  描述：

  4-甲基-1-苯基-2-戊酮 在 Kluyveromyces marxianus CBS 6556 作用下， 以 乙醇 为溶剂， 反应 96.0h， 生成 (R)-4-methyl-1-phenyl-2-pentanol 、 (S)-4-methyl-1-phenyl-2-pentanol
  参考文献：
  名称：

  Screening on the use of Kluyveromyces marxianus CBS 6556 growing cells as enantioselective biocatalysts for ketone reductions

  摘要：

  The versatility of Kluyveromyces marxianus CBS 6556 growing cells in the enantioselective reduction of ketone functionalities to the corresponding alcohols was exploited. In particular, methyl ketones were reduced to (S)-alcohols with ees of up to 96%. Longer chain alkyl ketones afforded, under the same experimental condition, (R)-alcohols with an ee of up to 84%. Interestingly, carbon-carbon double and the triple bonds can also be reduced in the presence of Kluyveromyces marxianus CBS 6556 yeast. A cyclic ketone, such as 2-tetralone, was also quantitatively reduced to its corresponding (S)-alcohol with ee = 76%. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2011.11.014
• 作为试剂：
  描述：

  、 、 异丙基氯化镁 、 (R)-2-benzyloxirane 在 碘化亚铜 氮气 、 Isopropanol carbon dioxide 、 ice 、 solution 、 氯化铵 、 水 、 乙酸乙酯 、 Brine 、 Sodium sulfate-III 、 (S)-4-methyl-1-phenyl-2-pentanol 作用下， 以 四氢呋喃 为溶剂， -60.0~83.0 ℃ 、17.77 kPa 条件下， 反应 1.0h， 生成 (S)-4-methyl-1-phenyl-2-pentanol
  参考文献：
  名称：

  Preparation of enantiomerically enriched flavor and fragrance components

  摘要：

  本发明包括一种对非外消旋化合物进行对映选择性制备的方法，该化合物可用作香料或味道成分，或通过一个或多个附加反应步骤转化为香料或味道成分。该方法包括将能够通过对映选择性反应形成非外消旋化合物的底物和共反应剂在非外消旋催化剂的存在下接触，或非外消旋或对映纯底物和共反应剂在外消旋或非外消旋催化剂的存在下接触。接触在足够的温度和时间下进行，以高光学纯度产生非外消旋化合物。该方法用于立体选择性制备对映富集的中间体，这些中间体在制备非外消旋手性香料和味道成分方面非常有用。

  公开号：

  US20020119909A1

文献信息

• Catalytic conjunctive cross-coupling enabled by metal-induced metallate rearrangement
  作者：Liang Zhang、Gabriel J. Lovinger、Emma K. Edelstein、Adam A. Szymaniak、Matteo P. Chierchia、James P. Morken

  DOI：10.1126/science.aad6080

  日期：2016.1

  Suzuki-Miyaura coupling. Specifically, we demonstrate that vinyl boronic ester ate complexes, prepared by combining organoboronates and organolithium reagents, engage in palladium-induced metallate rearrangement wherein 1,2-migration of an alkyl or aryl group from boron to the vinyl α-carbon occurs concomitantly with C–Pd σ-bond formation. This elementary reaction enables a powerful cross-coupling

  Suzuki 偶联的二合一扭曲 Suzuki-Miyaura 偶联反应是最广泛使用的制备碳-碳键的方法之一。本质上，钯催化剂激活一个碳碎片，然后将其与从硼中提取的第二个碎片连接起来。张等人。现在展示对传统途径的改变（参见 Fyfe 和 Watson 的观点）。在他们的系统中，钯最初将一个硼中心的两个碳碎片连接在一起。然后催化剂将第二个 CC 键缝合到第三个外部片段上。手性配体使反应具有高度的对映选择性。科学，这个问题 p。70; 另见第。26 钯在广泛使用的 Suzuki 偶联反应中催化硼上迁移性碳-碳键的形成。[另见 Fyfe 和 Watson 的观点] 过渡金属催化在当代有机合成中起着核心作用。考虑到非常广泛的过渡金属催化转化，值得注意的是基础元素反应步骤的数量相对较少。在这里，我们描述了许多金属催化反应中常见的有机金属金属转移步骤的替代方法，例如 Suzuki-Miyaura 偶联。
• Substituted piperidine compounds
  申请人：EPIZYME, INC.

  公开号：US10577363B2

  公开（公告）日：2020-03-03

  The present disclosure provides substituted piperidine compounds having Formula (I), and the pharmaceutically acceptable salts and solvates thereof, wherein R1, B, X, and Z are defined as set forth in the specification. The present disclosure is also directed to the use of compounds of Formula I to treat a disorder responsive to the blockade of SMYD proteins such as SMYD3 or SMYD2. Compounds of the present disclosure are especially useful for treating cancer.

  本公开提供了具有式（I）的取代哌啶化合物及其药学上可接受的盐和溶液，其中 R1、B、X 和 Z 的定义如说明书所述。本公开还涉及使用式 I 的化合物治疗对 SMYD 蛋白如 SMYD3 或 SMYD2 的阻断有反应的紊乱。本公开的化合物尤其适用于治疗癌症。
• Novel optically active benzylalkylcarbinols, their preparation and use
  申请人：——

  公开号：US20020177738A1

  公开（公告）日：2002-11-28

  The present invention relates to novel optically active benzylalkylcarbinols, to their preparation and to their use, in particular in perfumery.

  本发明涉及新型光学活性苄基烷基甲醇、其制备方法及其用途，尤其是在香水中的用途。
• Chiral vinyl dioxazaborocines in synthesis: asymmetric cuprate additions to β-boronyl acrylates and vinyl sulfones
  作者：Christopher N Farthing、Stephen P Marsden

  DOI：10.1016/s0040-4039(00)00572-4

  日期：2000.5

  The first examples of the addition of organometallic reagents to electron deficient boron-substituted olefins are reported. Thus, copper catalysed addition of Grignard reagents to chiral acryloyl and vinylsulfonyl dioxazaborocines, followed by oxidative removal of the boron, gives beta-hydroxy esters and sulfones with asymmetric inductions up to 81 and 95% ee, respectively. (C) 2000 Elsevier Science Ltd. All rights reserved.
• Isoxazole Carboxamide Compounds
  申请人：EPIZYME, INC.

  公开号：US20170190676A1

  公开（公告）日：2017-07-06

  The present disclosure provides substituted isoxazole carboxamide compounds having Formula (I) and the pharmaceutically acceptable salts and solvates thereof, wherein R 1 , R 2 , A, X, and Z are defined as set forth in the specification. The present disclosure is also directed to the use of compounds of Formula I to treat a disorder responsive to the blockade of SMYD proteins such as SMYD3 or SMYD2. Compounds of the present disclosure are especially useful for treating cancer.