8-([1,1'-biphenyl]-4-yl)-1,4-dioxaspiro[4.5]decan-8-ol | 78531-62-1

• 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: 8-([1,1'-biphenyl]-4-yl)-1,4-dioxaspiro[4.5]decan-8-ol
• 英文别名: 8-(4-Phenylphenyl)-1,4-dioxaspiro[4.5]decan-8-ol
• CAS: 78531-62-1
• 化学式: C₂₀H₂₂O₃
• 分子量: 310.393
• InChiKey: ISGUGZCNMIHIKR-UHFFFAOYSA-N

物化性质

• 沸点：
  485.4±45.0 °C(Predicted)
• 密度：
  1.22±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  8-([1,1'-biphenyl]-4-yl)-1,4-dioxaspiro[4.5]decan-8-ol 在 palladium 10% on activated carbon 、 C₄₉H₇₆N₄O₄ 、 氢气 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 间氯过氧苯甲酸 、 scandium tris(trifluoromethanesulfonate) 、 三氯氧磷 作用下， 以 四氢呋喃 、 吡啶 、 甲醇 、 硫酸 、 水 、 乙酸乙酯 为溶剂， 80.0 ℃ 、4.0 MPa 条件下， 反应 27.0h， 生成 (+)-5-([1,1'-biphenyl]-4-yl)oxepan-2-one
  参考文献：
  名称：

  对映选择性拜耳-维利格氧化的校正：内消旋环酮的去对称化和外消旋 2-芳基环己酮的动力学拆分

  摘要：

  DOI：

  10.1021/ja3112719
• 作为产物：
  描述：

  1,4-环己二酮单乙二醇缩酮 、 alkaline earth salt of/the/ methylsulfuric acid 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 、 正庚醇 为溶剂， 反应 0.42h， 以61%的产率得到8-([1,1'-biphenyl]-4-yl)-1,4-dioxaspiro[4.5]decan-8-ol
  参考文献：
  名称：

  通过氧化级联合成芴和二苯并[g,p]芴

  摘要：

  我们已经通过氧化级联过程开发了可靠、操作简单的芴和二苯并[ g,p ]芴合成方法。这些在光电材料、染料和医药产品中常见的结构可从 1,4-dioxaspiro[4.5]decan-8-one 获得。反应在空气中进行，使用廉价、安全的 CuBr 2或 CuCl 2。

  DOI：

  10.1021/acs.joc.1c02583

文献信息

• [EN] NOVEL 5 or 8-SUBSTITUTED IMIDAZO [1, 5-a] PYRIDINES AS SELECTIVE INHIBITORS OF INDOLEAMINE AND/OR TRYPTOPHANE 2, 3-DIOXYGENASES<br/>[FR] NOUVELLES IMIDAZO[1,5-A]PYRIDINES SUBSTITUÉES EN POSITION 5 OU 8 EN TANT QU'INDOLEAMINE ET/OU TRYPTOPHANE 2,3-DIOXYGÉNASES
  申请人：BEIGENE LTD

  公开号：WO2018054365A1

  公开（公告）日：2018-03-29

  Disclosed herein are 5 or 8-substituted imidazo [1, 5-a] pyridines and pharmaceutical compositions comprising at least one such 5 or 8-substituted imidazo [1, 5-a] pyridines, processes for the preparation thereof, and the use thereof in therapy. Disclosed herein are certain 5 or 8-substituted imidazo [1, 5-a] pyridines that can be useful for inhibiting indoleamine 2, 3-dioxygenase and/or tryptophane 2, 3-dioxygenase and for treating diseases or disorders mediated thereby.

  本文披露了5或8-取代咪唑[1,5-a]吡啶和包含至少一种此类5或8-取代咪唑[1,5-a]吡啶的药物组合物，其制备方法以及在治疗中的用途。本文披露了某些5或8-取代咪唑[1,5-a]吡啶，可用于抑制吲哚胺2,3-二氧化酶和/或色氨酸2,3-二氧化酶，并用于治疗由此介导的疾病或疾病。
• Enantioselective Baeyer–Villiger Oxidation: Desymmetrization of Meso Cyclic Ketones and Kinetic Resolution of Racemic 2-Arylcyclohexanones
  作者：Lin Zhou、Xiaohua Liu、Jie Ji、Yuheng Zhang、Xiaolei Hu、Lili Lin、Xiaoming Feng

  DOI：10.1021/ja309262f

  日期：2012.10.17

  N'-dioxide-Sc(III) complex catalysts. The BV oxidations of prochiral cyclohexanones and cyclobutanones afforded series of optically active ε- and γ-lactones, respectively, in up to 99% yield and 95% ee. Meanwhile, the kinetic resolution of racemic 2-arylcyclohexanones was also realized via an abnormal BV oxidation. Enantioenriched 3-aryloxepan-2-ones, whose formation is counter to the migratory aptitude, were

  在手性 N,N'-二氧化物-Sc(III) 配合物催化剂存在下，实现了外消旋和内消旋环酮的催化对映选择性 Baeyer-Villiger (BV) 氧化。前手性环己酮和环丁酮的 BV 氧化分别提供了一系列具有光学活性的 ε- 和 γ-内酯，产率高达 99%，ee 高达 95%。同时，外消旋 2-芳基环己酮的动力学拆分也是通过异常 BV 氧化实现的。Enantioenriched 3-aryloxepan-2-ones，其形成与迁移能力相反，被优先获得。内酯和未反应的酮均具有高 ee 值。
• Brønsted acid-catalyzed enantioselective Friedländer condensations: achiral amine promoter plays crucial role in the stereocontrol
  作者：Lei Ren、Tao Lei、Liu-Zhu Gong

  DOI：10.1039/c1cc14873g

  日期：——

  A highly enantioselective Friedländer condensation has been established by using chiral Brønsted acids in combination with achiral amines to give quinolines in high yields (up to 99%) and with excellent enantioselectivities (up to 95%).

  通过使用手性布伦司特酸和非手性胺，建立了一种高对映体选择性的弗里德兰德缩合反应，以高产率（高达 99%）和优异的对映体选择性（高达 95%）得到喹啉类化合物。
• 5 or 8-substituted imidazo [1,5-a] pyridines as selective inhibitors of indoleamine and/or tryptophane 2,3-dioxygenases
  申请人：BeiGene, Ltd.

  公开号：US10882856B2

  公开（公告）日：2021-01-05

  Disclosed herein are 5 or 8-substituted imidazo [1, 5-a] pyridines and pharmaceutical compositions comprising at least one such 5 or 8-substituted imidazo [1, 5-a] pyridines, processes for the preparation thereof and the use thereof in therapy. Disclosed herein are certain 5 or 8-substituted imidazo [1, 5-a] pyridines that can be useful for inhibiting indoleamine 2, 3-dioxygenase and/or tryptophane 2, 3-dioxygenase and for treating diseases or disorders mediated thereby.

  本文公开了5或8-取代咪唑并[1，5-a]吡啶和包含至少一种此类5或8-取代咪唑并[1，5-a]吡啶的药物组合物、其制备工艺及其在治疗中的应用。本文公开的某些 5 或 8-取代咪唑并[1，5-a]吡啶可用于抑制吲哚胺 2，3-二氧 化酶和/或色氨酸 2，3-二氧 化酶，并可用于治疗由其介导的疾病或紊乱。
• Free energy and structure dependence of intramolecular triplet energy transfer in organic model compounds
  作者：Michael E. Sigman、Gerhard L. Closs

  DOI：10.1021/j100166a022

  日期：1991.6

  A series of compounds, each containing a triplet energy donor and an acceptor separated by a rigid spacer, has been designed and synthesized. The 1,4-cyclohexanediyl moiety is employed as the spacer for the series. The rates of intramolecular triplet energy transfer (TT) have been measured for the series. The rate of TT shows an inverted parabolic, i.e., Marcus, dependence on the thermodynamic driving force for a selected subset of the compounds wherein the donor is maintained constant throughout and the acceptors are "rigid", having no low-frequency internal degrees of freedom. The internal low-frequency torsional mode of a biphenylyl acceptor can be accounted for quite satisfactorily as an additional contribution to the solvent reorganization energy, lambda-s. The driving force dependence of the rate of TT is not modeled well by the conventional Marcus-Jortner equation for weakly coupled nonadiabatic electron transfer. Generalization of the Marcus-Jortner equation to include coupling to a high-frequency harmonic mode which is both displaced and distorted along the reaction coordinate provides a somewhat better fit to the experimental data with fewer adjustable parameters.