1-phenyl-heptane-1,7-diol | 92101-56-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 1-phenyl-heptane-1,7-diol
• 英文别名: 1-Phenylheptane-1,7-diol
• CAS: 92101-56-9
• 化学式: C₁₃H₂₀O₂
• 分子量: 208.301
• InChiKey: OWCRCGDZSZNOPW-UHFFFAOYSA-N

物化性质

• 熔点：
  40-43 °C
• 沸点：
  164-169 °C(Press: 0.6 Torr)
• 密度：
  1.038±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  15
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-phenyl-heptane-1,7-diol 在 pyridinium chlorochromate 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以73%的产率得到7-oxo-7-phenylheptanal
  参考文献：
  名称：

  TBD 催化的酮醛直接 5-和 6-烯醇醛醇化

  摘要：

  用催化量的 1,5,7-三氮杂双环 [4.4.0]dec-5-ene 处理未官能化的无环酮醛诱导直接的分子内 5-和 6-烯醇醛醇缩合，提供 2-酮环戊醇和 2-酮环己醇到优秀的产量。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)

  DOI：

  10.1002/ejoc.200800539
• 作为产物：
  描述：

  6-苄酰基己酸 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以329.6 mg的产率得到1-phenyl-heptane-1,7-diol
  参考文献：
  名称：

  Ir(NHC)-借氢策略催化合成β-烷基化醇：双金属结构的影响

  摘要：

  多N-杂环卡宾(NHC)-改性铱催化剂用于醇的β-烷基化反应；伯醇的二聚化（Guerbet 反应）、仲醇和伯醇的交叉偶联以及醇的分子内环化。Guerbet 反应机理研究，包括动力学实验、质量分析和密度泛函理论 (DFT) 计算，被用来解释双金属催化剂促进的快速反应，以及反应后期单金属催化剂的反应活性急剧增加。

  DOI：

  10.1002/adsc.202100219

文献信息

• Chromium-Catalyzed Linear-Selective Alkylation of Aldehydes with Alkenes
  作者：Yuki Hirao、Yuri Katayama、Harunobu Mitsunuma、Motomu Kanai

  DOI：10.1021/acs.orglett.0c03180

  日期：2020.11.6

  We developed a chromium-catalyzed, photochemical, and linear-selective alkylation of aldehydes with alkylzirconium species generated in situ from a wide range of alkenes and Schwartz’s reagent. Photochemical homolysis of the C–Zr bond afforded alkyl radicals, which were then trapped by a chromium complex catalyst to generate the alkylchromium(III) species for polar addition to aldehydes. The reaction

  我们开发了铬催化，光化学和线性选择的醛醛烷基化反应，以及从各种烯烃和Schwartz试剂中就地生成的烷基锆物种。C-Zr键的光化学均质化提供了烷基，然后被铬络合物催化剂捕获，从而生成了烷基铬（III）物种，用于极性加成到醛中。反应在可见光照射下于环境温度下以高官能团耐受性进行。
• Thewalt,K.; Rudolph,W., Journal fur praktische Chemie (Leipzig 1954), 1964, vol. 26, p. 233 - 261
  作者：Thewalt,K.、Rudolph,W.

  DOI：——

  日期：——
• Quinones. 4. Novel eicosanoid antagonists: synthesis and pharmacological evaluation
  作者：Mitsuru Shiraishi、Kaneyoshi Kato、Shinji Terao、Yasuko Ashida、Zenichi Terashita、Go Kito

  DOI：10.1021/jm00129a030

  日期：1989.9

  A new series of omega-phenyl-omega-quinonylalkanoic acids and related compounds was synthesized. The compounds were tested for their inhibitory effects on U-44069-induced contraction of the rabbit aorta. (+/- )-7-(3,5,6-Trimethyl-1,4-benzoquinon-2-yl)-7-phenylheptanoic acid (4d) (AA-2414) with pA2 value of 8.28 was one of the most potent compounds. Compound 4d inhibited U-46619-induced contraction of the guinea pig lung (pA2 = 8.29) and U-44069-induced aggregation of the guinea pig platelet (IC50 = 3.5 x 10(-7) M). Compound 4d displaced the binding of [3H]U-46619 to guinea pig platelets (IC50 = 7.4 x 10(-9) M). Compound 4d also showed very potent inhibitory effects with an MED of 0.3 mg/kg (po) on U-46619-, LTD4-, PAF-, or IgG1-induced bronchoconstriction in guinea pigs. The enantiomers of 4d were prepared. The R-(+) isomer 8a was active in both in vitro and in vivo tests, but the S-(-) isomer 8b was much less active. We concluded that the antiasthmatic effects of 4d were based mainly on the TXA2 receptor antagonistic action. In addition, compound 4d showed potent inhibitory effects on PGD2-, PGF2 alpha-, and 11-epi-PGF2 alpha-induced contraction of the guinea pig tracheal strips. The diverse inhibitory effects might be expressed in terms of eicosanoid-antagonistic activity.
• Takai–Utimoto reactions of oxoalkylhalides catalytic in chromium and cobalt
  作者：Ludger A. Wessjohann、Henri S. Schrekker

  DOI：10.1016/j.tetlet.2007.04.119

  日期：2007.6

  The scope of chromium(II)/cobalt(I)-catalyzed Takai-Utimoto reactions was extended to substrates with unprotected reactive functional groups. In the presence of a higher chlorosilane and manganese the first chromium(II)/cobalt(I) -catalyzed version for the coupling of oxoalkylhalides with aldehydes resulted. (c) 2007 Elsevier Ltd. All rights reserved.
• Piva Olivier, Amougay Aiecha, Pete Jean-Pierre, Synth. Commun, 25 (1995) N 2, S 219-226
  作者：Piva Olivier, Amougay Aiecha, Pete Jean-Pierre

  DOI：——

  日期：——