6-(苄氧基)己酰氯 | 162439-38-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 6-(苄氧基)己酰氯
• 英文名称: 6-benzyloxyhexanoic acid chloride
• 英文别名: 6-(benzyloxy)hexanoyl chloride；6-phenylmethoxyhexanoyl chloride；6-Benzyloxy-hexanoyl chloride；Hexanoyl chloride, 6-(phenylmethoxy)-
• CAS: 162439-38-5
• 化学式: C₁₃H₁₇ClO₂
• 分子量: 240.73
• InChiKey: MZERPDPKLCBRRI-UHFFFAOYSA-N

物化性质

• 沸点：
  322.1±25.0 °C(Predicted)
• 密度：
  1.095±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  16
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  6-(苄氧基)己酰氯 在 palladium dihydroxide lithium hydroxide 、 正丁基锂 、 氰基磷酸二乙酯 、 1,4-环己二烯 、 水 、 双氧水 、 三乙胺 、 二异丙胺 、 三苯基膦 、 三氟乙酸 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 乙醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 22.92h， 生成 (R)-7-(4-Chloro-phenoxy)-3-{(S)-2,2-dimethyl-1-[2-(4-sulfamoyl-phenyl)-ethylcarbamoyl]-propylcarbamoyl}-heptanoic acid
  参考文献：
  名称：

  Inhibition of Matrix Metalloproteinases by Hydroxamates Containing Heteroatom-Based Modifications of the P1' Group

  摘要：

  In this study, structure-based drug design of matrix metalloproteinase inhibitors [human fibroblast collagenase (HFC), human fibroblast stromelysin (HFS), and human neutrophil collagenase (HNC)] was utilized in the development of potent hydroxamates which contain novel, heteroatom-based modifications of the P-1' group. A series containing a P-1' butyramide group resulted in a nanomolar potent and selective HNC inhibitor as well as a dual HFS/HNC inhibitor. Benzylic others with a four- or five-carbon methylene linker in the P-1' position also produced nanomolar potent HFS/HNC inhibition and micromolar potent HFC inhibition as expected. Surprisingly, the phenolic ethers of the same overall length as the benzylic ethers showed nanomolar potencies against HFC, as well as HFS and HNC. The potency profile of the phenolic ethers was optimized by structure-activity relationships of the phenolic group and the C-terminal amide. These inhibitors may help elucidate the in vivo roles of matrix metalloproteinases in normal and disease states.

  DOI：

  10.1021/jm00014a010
• 作为产物：
  描述：

  6-苄氧基己酸 在 草酰氯 、 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 为溶剂， 生成 6-(苄氧基)己酰氯
  参考文献：
  名称：

  钛烯醇化物的价互变异构：催化自由基卤代烷基化及其在Neodysidenin全合成中的应用

  摘要：

  已经开发了利用钛烯醇化物的价互变异构现象的直接钌催化的 N-酰基恶唑烷酮的自由基氯烷基化。氯烷基化方法是三氯亮氨酸衍生的海洋天然产物新苷元的对映选择性全合成的核心。

  DOI：

  10.1021/ja910154f

文献信息

• FUNCTIONALIZED PHENOLIC COMPOUNDS AND POLYMERS THEREFROM
  申请人：Bezwada Rao S.

  公开号：US20090170927A1

  公开（公告）日：2009-07-02

  The present invention relates to compounds of formula I, which are functionalized phenolic compounds, and polymers formed from the same. Ar—[O—(X) p —R′] q I Polymers formed from the functionalized phenolics are expected to have controllable degradation profiles, enabling them to release an active component over a desired time range. The polymers are also expected to be useful in a variety of medical applications.

  本发明涉及公式I的化合物，这些化合物是官能化酚类化合物，以及由它们形成的聚合物。从官能化酚类化合物形成的聚合物预计具有可控的降解特性，使它们能够在所需的时间范围内释放活性成分。这些聚合物还预计在各种医疗应用中有用。
• Phosphine-Catalyzed Formation of Carbon−Sulfur Bonds: Catalytic Asymmetric Synthesis of γ-Thioesters
  作者：Jianwei Sun、Gregory C. Fu

  DOI：10.1021/ja101251d

  日期：2010.4.7

  only add to the gamma position of allenoates, overcoming their propensity to add to the beta position in the absence of a catalyst, but do so with very good enantioselectivity. Sulfur nucleophiles are now added to the three families of nucleophiles (carbon, nitrogen, and oxygen) that had earlier been shown to participate in catalyzed gamma additions. The phosphine catalyst of choice, TangPhos, had

  已经开发了一种羰基化合物催化不对称 γ 磺基化的方法。在合适的催化剂存在下，硫醇不仅添加到烯丙酸酯的 γ 位置，克服了它们在没有催化剂的情况下添加到 β 位置的倾向，而且这样做具有非常好的对映选择性。硫亲核试剂现在被添加到三个亲核试剂家族（碳、氮和氧）中，这些亲核试剂早先被证明参与了催化伽马加成。选择的膦催化剂 TangPhos 以前仅用作过渡金属的手性配体，而不是用作有效的对映选择性亲核催化剂。
• Total Synthesis of 26-Fluoro-epothilone B
  作者：Guido Koch、Olivier Loiseleur、Karl-Heinz Altmann

  DOI：10.1055/s-2004-817771

  日期：——

  An efficient synthesis of the epothilone B derivative 26-fluoroepothilone B (1) was realized by early introduction of the synthetically demanding fluoromethyl epoxide function. The presence of a fluoro substituent results in a remarkable increase in the stability of the epoxide, which tolerates the wide range of reaction conditions required for the fragment coupling step and end game transformations.

  通过尽早引入合成上要求较高的氟甲基环氧化物功能，实现了表霉素 B 衍生物 26-氟表霉素 B (1) 的高效合成。氟取代基的存在显著提高了环氧化物的稳定性，使其能够承受片段偶联步骤和最终转化所需的各种反应条件。
• FUNCTIONALIZED DIPHENOLICS AND ABSORBABLE POLYMERS THEREFROM
  申请人：Bezwada S Rao

  公开号：US20070135355A1

  公开（公告）日：2007-06-14

  The present invention relates to dephenolic compounds, an example of which is shown below, which are functionalized, and polymers formed from the same. Polymers formed from the functionalized diphenolics are expected to have controllable degradation profiles, enabling them to release an active component over a desired time range. The polymers are also expected to be useful in a variety of medical applications.

  本发明涉及去酚化合物，以下是一个示例，这些化合物被官能化，并且形成的聚合物。从官能化二酚形成的聚合物预计具有可控的降解特性，使它们能够在所需的时间范围内释放活性成分。这些聚合物也预计在各种医疗应用中有用。
• Application of a New Chiral Phosphepine to the Catalytic Asymmetric Synthesis of Highly Functionalized Cyclopentenes That Bear an Array of Heteroatom-Substituted Quaternary Stereocenters
  作者：Yuji Fujiwara、Gregory C. Fu

  DOI：10.1021/ja2049012

  日期：2011.8.10

  the design and synthesis of a new chiral phosphepine, the first catalytic asymmetric method for the [3 + 2] cycloaddition of allenes with olefins has been developed that generates cyclopentenes that bear nitrogen-, phosphorus-, oxygen-, and sulfur-substituted quaternary stereocenters. A wide array of racemic γ-substituted allenes can be employed in this stereoconvergent process, which occurs with good

  通过设计和合成一种新的手性膦，开发了第一种丙二烯与烯烃的 [3 + 2] 环加成的催化不对称方法，该方法生成带有氮、磷、氧和硫取代季铵盐的环戊烯。立体中心。大量外消旋γ-取代的丙二烯可用于这种立体收敛过程，其具有良好的对映选择性、非对映选择性、区域选择性和产率。机理研究，包括对外消旋丙二烯的（适度）动力学拆分的独特观察，与将膦添加到丙二烯中是催化循环的周转限制步骤一致。