2-((tetrahydro-2H-pyran-2-yl)oxy)propanal | 80629-88-5

• 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: 2-((tetrahydro-2H-pyran-2-yl)oxy)propanal
• 英文别名: O-tetrahydropyran-2-yl-lactaldehyde；2-(Oxan-2-yloxy)propanal
• CAS: 80629-88-5
• 化学式: C₈H₁₄O₃
• 分子量: 158.197
• InChiKey: QKUHRTGCQROYPJ-UHFFFAOYSA-N

物化性质

• 沸点：
  221.9±30.0 °C(Predicted)
• 密度：
  1.03±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-((tetrahydro-2H-pyran-2-yl)oxy)propanal 在 氢碘酸 、 magnesium 、 三苯基膦 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 四氢-2-[(1-甲基-2-丙炔-1-基)氧基]-2H-吡喃
  参考文献：
  名称：

  A practical procedure for the conversion of aldehydes to terminal alkynes by a one carbon homologation

  摘要：

  DOI：

  10.1016/s0040-4039(01)80473-1
• 作为产物：
  描述：

  2-[(四氢吡喃-2-基)氧基]丙酸乙酯 在 lithium aluminium tetrahydride 、 草酰氯 、 二甲基亚砜 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 3.75h， 生成 2-((tetrahydro-2H-pyran-2-yl)oxy)propanal
  参考文献：
  名称：

  Au-catalyzed intramolecular hydroalkoxylation of gem-difluorinated alkynols

  摘要：

  The intramolecular hydroalkoxylation of gem-difluorinated alkynols was found possible under Au catalysis, allowing for the preparation of a series of fluorinated heterocycles. The nature of the solvent was found to be especially critical in the cyclization of gem-difluorohomopropargylic alcohols as it dictated whether the resulting 2,3-dihydrofuran underwent subsequent aromatization to the corresponding furan or not.

  DOI：

  10.1016/j.jfluchem.2018.09.009

文献信息

• Compounds and methods for inhibiting the interaction of BCL proteins with binding partners
  申请人：Castro C. Alfredo

  公开号：US20060025460A1

  公开（公告）日：2006-02-02

  One aspect of the present invention relates to heterocyclic compounds that bind to bcl proteins and inhibit Bcl function. Another aspect of the present invention relates to compositions comprising a heterocyclic compound of the invention. The present invention provides methods for treating and modulating disorders associated with hyperproliferation, such as cancer.

  本发明的一个方面涉及结合到bcl蛋白并抑制Bcl功能的杂环化合物。本发明的另一个方面涉及包含本发明的杂环化合物的组合物。本发明提供了用于治疗和调节与过度增殖相关的疾病，如癌症的方法。
• Iron-Catalyzed Regio- and Stereoselective Substitution of γ,δ-Epoxy-α,β-unsaturated Esters and Amides with Grignard Reagents
  作者：Takeshi Hata、Rie Bannai、Mamoru Otsuki、Hirokazu Urabe

  DOI：10.1021/ol100022w

  日期：2010.3.5

  When γ,δ-epoxy-α,β-unsaturated esters or amides were treated with 2 equiv of Grignard reagents in the presence of 10−24 mol % FeCl2, regio- and stereoselective substitution of the epoxide moiety with the Grignard reagent occurred to give exclusively δ-hydroxy-γ-alkyl or aryl-α,β-unsaturated esters or amides in good yields.

  当在10−24 mol％FeCl 2存在下用2当量的Grignard试剂处理γ，δ-环氧-α，β-不饱和酯或酰胺时，发生了用Grignard试剂对环氧部分进行区域和立体选择性取代仅以高收率得到δ-羟基-γ-烷基或芳基-α，β-不饱和酯或酰胺。
• Modular Synthesis of Functionalized Butenolides by Oxidative Furan Fragmentation
  作者：Jiajing Bao、Hailong Tian、Peicheng Yang、Jiachen Deng、Jinghan Gui

  DOI：10.1002/ejoc.201901613

  日期：2020.1.23

  An oxidative furan fragmentation reaction is described, which provides facile and modular access to butenolides bearing a wide variety of appended remote functional groups, including olefins, halides, azides and aldehydes. The practical utility of this transformation is demonstrated by its ability to simplify the syntheses of known building blocks of eight biologically active natural products.

  描述了一种氧化呋喃裂解反应，该反应提供了容易和模块化的途径获得带有大量附加的远程官能团（包括烯烃，卤化物，叠氮化物和醛）的丁烯内酯。这种转化的实际用途由其简化八种具有生物活性的天然产物的已知结构单元的合成的能力证明。
• Isoxazolidine compounds for treatment of bacterial infections
  申请人：Christensen G. Burton

  公开号：US20060020004A1

  公开（公告）日：2006-01-26

  The present invention relates to antibiotic compounds and intermediates useful in their preparation. Many of the antibiotic compounds contain a substituted isoxazolidine ring. The invention also relates to pharmaceutical compositions containing a compound of the invention. The invention further provides processes for the preparation of compounds of the invention, and methods for their use as therapeutic agents.

  本发明涉及抗生素化合物和在其制备中有用的中间体。许多抗生素化合物含有取代的异噁唑啉环。本发明还涉及含有本发明化合物的药物组合物。本发明还提供了本发明化合物的制备方法，并将其用作治疗剂的方法。
• Regioselectivity of dimerisation of butenolides via captodative stabilised radicaloid intermediates
  作者：Sharanjeet K. Bagal、Robert M. Adlington、Rohan A.B. Brown、Jack E. Baldwin

  DOI：10.1016/j.tetlet.2005.04.125

  日期：2005.7

  The regioselective outcome observed during dimerisation of butenolides to dimeric structures via captodative stabilised radicaloids has been studied. The captodative stabilised radicaloids were generated by initial conversion of butenolides to chlorobutenolides via the corresponding hydroxybutenolides, followed by treatment with CoCl(PPh3)3.

  研究了在丁烯内酯通过capdodative稳定的基团二聚化为二聚体结构过程中观察到的区域选择性结果。通过将丁烯内酯通过相应的羟基丁烯内酯初步转化为氯丁烯内酯，然后用CoCl（PPh 3）3处理，生成了具有captodative稳定性的自由基。