cis-2,6-dimethyltetrahydropyran | 73237-48-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• 英文名称: cis-2,6-dimethyltetrahydropyran
• 英文别名: cis-2,6-Dimethyl-tetrahydro-pyran；cis-2.6-Dimethyl-tetrahydropyran；(2R,6S)-2,6-dimethyltetrahydro-2H-pyran；(2R,6S)-2,6-dimethyloxane
• CAS: 73237-48-6
• 化学式: C₇H₁₄O
• 分子量: 114.188
• InChiKey: WUKRHPLDCANLIP-KNVOCYPGSA-N

物化性质

• 沸点：
  123.1±8.0 °C(Predicted)
• 密度：
  0.830±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  trans-2-Chloro-6-methyltetrahydropyran 生成 cis-2,6-dimethyltetrahydropyran
  参考文献：
  名称：

  BIHOVSKY, RON;SELICK, CARYN;GIUSTI, IRENA, J. ORG. CHEM., 53,(1988) N 7, C. 4026-4031

  摘要：

  DOI：

文献信息

• Studies on the Conversions of Diols and Cyclic Ethers. Part 48. Dehydration of alcohols and diols on the action of dimethylsulfoxide
  作者：Árpád Molnár、Mihály Bartók

  DOI：10.1002/hlca.19810640204

  日期：1981.3.18

  The transformations of 13 alcohols and 13 diols in the presence of a small amount dimethylsulfoxide (1/16 mol) were studied. Relationships were found between the type of the hydroxy compound and the selectivity of the transformation, and conclusions were drawn regarding the transformation mechanism. The ether formation observed with certain alcohols proceeds via a carbenium cation. The reaction conditions

  研究了在少量二甲基亚砜（1/16 mol）存在下13种醇和13种二醇的转化。发现羟基化合物的类型与转化的选择性之间的关系，并就转化机理得出结论。在某些醇中观察到的醚形成是通过碳正离子进行的。发现所施加的反应条件适于诱导从二元1,2-和1,3-二醇中消除水（频哪醇重排，1,2-消除）。从1，4-和1，5-二醇可以以良好的产率获得相应的氧杂环烷烃。通过分子内亲核取代，通过协调的机制。DMSO的作用直接发挥，并且质子催化同时发生。
• Ionic Hydrogenation with Organosilanes under Acid-Free Conditions. Synthesis of Ethers, Alkoxysilanes, Thioethers, and Cyclic Ethers via rganosilyl Iodide and Triflate Catalyzed Reductions of Carbonyl Compounds and Their Derivatives
  作者：Mark B. Sassaman、G.K. Surya Prakash、George A. Olah、P. Donald、Katherine B. Loker

  DOI：10.1016/s0040-4020(01)86635-7

  日期：1988.1

  The general ether synthesis method based on the trialkylsilane/trialkylsilyl iodide or triflate reagent system has been extended to the syntheses of alkoxysilanes from ketones, tetrahydrofurans and tetrahydropyrans from dicarbonyl compounds, and thioethers by reductive cleavage of O-silylhemithioacetals.

  基于三烷基硅烷/三烷基甲硅烷基碘化物或三氟甲磺酸酯试剂系统的通用醚合成方法已扩展到由酮的烷氧基硅烷，由二羰基化合物的四氢呋喃和四氢吡喃以及硫醚通过O-甲硅烷基半硫缩醛的还原裂解而合成。
• Stereoselective synthesis of side chain-functionalized tetrahydropyrans from 5-hexenols
  作者：Patrick Fries、Melanie Kim Müller、Jens Hartung

  DOI：10.1016/j.tet.2013.12.019

  日期：2014.2

  products of 6-exo-bromocyclization, as exemplified by synthesis of diastereomerically pure 2,4,6-substituted tetrahydropyrans. The cobalt method extends to intermolecular alkene/alkanol cross-coupling and to multi-component reactions between dimethyl fumarate, CHD, a 5-hexenol, and dioxygen, providing α-tetrahydropyranyl-2-methyl succinates in synthetically useful yields.

  当被氟代钴激活时，分子氧通过氧化环化/自由基官能化级联将5-己醇选择性地转化为2-甲基四氢吡喃的2,6-反式，2,5-反式和2,4-顺式衍生物（ II）在环己-1，4-二烯（CHD）溶液中的双-（β-二酮酮）络合物。溴三氯甲烷和CHD溶液中的好氧5-己烯氧化提供了6-外-溴环化的产物，以非对映体纯的2,4,6-取代的四氢吡喃的合成为例。钴方法扩展到分子间烯烃/链烷醇的交叉偶联以及富马酸二甲酯，CHD，5-己烯醇和双氧之间的多组分反应，从而以合成上有用的产率提供α-四氢吡喃基-2-甲基琥珀酸酯。
• TOPICAL PHARMACEUTICAL COMPOSITION INCLUDING REL-N-[6-[(2R,6S)-2,6-DIMETHYL-4-MORPHOLINYL]-3-PYRIDINYL]-2-METHYL-4'-(TRIFLUOROMETHOXY)-[1,1'-BIPHENYL]-3-CARBOXAMIDE
  申请人：Fritze Andreas

  公开号：US20120122866A1

  公开（公告）日：2012-05-17

  The present invention relates to pharmaceutical compositions of 2-Methyl-4′-trifluoromethoxy-biphenyl-3-carboxylic acid [6-(cis-2,6-dimethyl-morpholin-4-yl)-pyridin-3-yl]-amide, to the use of such compositions in therapeutic applications and to methods for manufacturing such compositions.

  本发明涉及2-甲基-4'-三氟甲氧基-联苯-3-羧酸[6-(顺式-2,6-二甲基-吗啉-4-基)-吡啶-3-基]-酰胺的制药组合物，以及这种组合物在治疗应用中的使用和制造这种组合物的方法。
• COMPOUNDS AND COMPOSITIONS AS HEDGEHOG PATHWAY MODULATORS
  申请人：Gao Wenqi

  公开号：US20120196849A1

  公开（公告）日：2012-08-02

  The invention provides a method for modulating the activity of the hedgehog signaling pathway. In particular, the invention provides a method for inhibiting aberrant growth states resulting from phenotypes such as Ptc loss-of-function, hedgehog gain-of-function, smoothened gain-of-function or Gli gain-of-function, comprising contacting a cell with a sufficient amount of a compound of Formula I.

  本发明提供了一种调节刺猬信号通路活性的方法。特别地，本发明提供了一种抑制由于Ptc失活、刺猬增强功能、平滑蛋白增强功能或Gli增强功能等表型导致的异常生长状态的方法，包括将化合物I的足够量与细胞接触。

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