3-甲氧基甲氧基-3-甲基-丁-1-炔 | 17869-83-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 3-甲氧基甲氧基-3-甲基-丁-1-炔
• 英文名称: 3-methoxymethoxy-3-methyl-but-1-yne
• 英文别名: (1,1-Dimethyl-prop-2-inyloxy)-methoxy-methan；3-Methoxymethoxy-3-methyl-but-1-in；3-(methoxymethoxy)-3-methylbut-1-yne
• CAS: 17869-83-9
• 化学式: C₇H₁₂O₂
• mdl: MFCD10574869
• 分子量: 128.171
• InChiKey: SDNZYVGVLDSSEM-UHFFFAOYSA-N

物化性质

• 沸点：
  109-112 °C
• 密度：
  0.8909 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  9
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.714
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2909199090

反应信息

• 作为反应物：
  描述：

  3-甲氧基甲氧基-3-甲基-丁-1-炔 在 三氯化硼 作用下， 以 正己烷 、 正戊烷 为溶剂， 反应 1.0h， 以51%的产率得到chloromethyl 1,1-dimethyl-2-propynyl ether
  参考文献：
  名称：

  Quaternary salts of 2-[(hydroxyimino)methyl]imidazole. 3. Synthesis and evaluation of (alkenyloxy)-, (alkynyloxy)-, and (aralykyloxy)methyl quaternarized 2-[(hydroxyimino)methyl]-1-alkylimidazolium halides as reactivators and therapy for soman intoxication

  摘要：

  A series of structurally related monosubstituted 1-[(alkenyloxy)methyl]-, 1-[(alkynyloxy)methyl]-, and 1-[(aralkyloxy)methyl]-2-[(hydroxyimino)methyl]-3-methyli midazolium halides were prepared and evaluated. All new compounds were characterized with respect to (hydroxyimino)methyl acid dissociation constant, nucleophilicity, and octanol-buffer partition coefficient. The alkynyloxy-substituted compounds were also evaluated in vitro with respect to reversible inhibition of human erythrocyte (RBC) acetylcholinesterase (AChE) and kinetics of reactivation of human AChE inhibited by ethyl p-nitrophenyl methylphosphonate (EPMP). In vivo evaluation in mice revealed that coadministration of alkynyloxy-substituted imidazolium compounds with atropine sulfate provided significant protection against a 2 x LD50 challenge of GD. For the alkynyloxy-substituted imidazolium drugs there is a direct relationship between in vitro and in vivo activity: the most potent in vivo compounds against GD proved to be potent in vitro reactivators against EPMP-inhibited human AChE. These results differ from the observations made on the sterically hindered imidazolium compounds (see previous article) and suggest that several antidotal mechanisms of protective action may be applicable for the imidazolium aldoxime family of therapeutics. The ability of the alkynyloxy substituents to provide life-saving protection against GD intoxication was not transferable to the pyridinium or triazolium heteroaromatic ring systems.

  DOI：

  10.1021/jm00122a035
• 作为产物：
  描述：

  (1,1-dimethyl-prop-2-ynyloxy)-triethyl-stannane 、 氯甲基甲基醚 生成 3-甲氧基甲氧基-3-甲基-丁-1-炔
  参考文献：
  名称：

  Shostakovskii,M.F. et al., Journal of general chemistry of the USSR, 1967, vol. 37, p. 1657 - 1661

  摘要：

  DOI：

文献信息

• One-step synthesis of dialkynyl-1,2-diones and their conversion to fused pyrazines bearing enediyne units
  作者：Rüdiger Faust、Christian Weber、Vito Fiandanese、Giuseppe Marchese、Angela Punzi

  DOI：10.1016/s0040-4020(97)01007-7

  日期：1997.10

  and oxalyl chloride in the presence of CuBr and LiBr is described. The condensation of 3 with various aromatic and heteroaromatic 1,2-diamines leads to pyrazine-based α-dialkynylated heterocycles. The enediyne substructure of diethynylquinoxaline can be thermally rearranged in a Bergman cyclization reaction.

  描述了在CuBr和LiBr存在下由乙炔锂和草酰氯制备对称的末端保护的二炔基1,2-二酮3的简便方法。3与各种芳族和杂芳族1,2-二胺的缩合导致形成吡嗪基α-二炔基化杂环。二乙炔基喹喔啉的烯二炔亚结构可以在Bergman环化反应中进行热重排。
• Vitamin D heterocyclic analogues. Part 1: A stereoselective route to CD systems with pyrazole rings in their side chains
  作者：Yagamare Fall、Candida Barreiro、Carlos Fernández、Antonio Mouriño

  DOI：10.1016/s0040-4039(02)00031-x

  日期：2002.2

  Efficient preparation of two vitamin D CD ring system synthons with pyrazole rings in their side chains is based on the formation of the pyrazole ring from an α-acetylenic ketone.

  有效制备两个在侧链带有吡唑环的维生素D CD环系统合成子是基于由α-炔酮形成吡唑环。
• Enantiopure Alleno‐Acetylenic Cage Receptors for Molecular Recognition in Aqueous Medium
  作者：F. Wieland Goetzke、Cornelius Gropp、Anatol Schwab、Etienne J. Donckèle、Carlo Thilgen、François Diederich

  DOI：10.1002/hlca.202200130

  日期：2022.12

  molecular biology. Previously, we described the synthesis and conformational switching of enantiopure alleno-acetylenic cage receptors as well as their application as model systems to study in detail the interplay of space occupancy, conformation, complexation, and chiral recognition in organic solvents. Now, we report the synthesis of three enantiopure alleno-acetylenic cage receptors functionalized

  水性介质中疏水腔中小分子的识别是分子生物学中的一个基本过程。之前，我们描述了对映体纯联烯-乙炔笼受体的合成和构象转换及其作为模型系统的应用，以详细研究有机溶剂中空间占用、构象、络合和手性识别的相互作用。现在，我们报告了三种在其表面具有亲水基团功能化的对映体纯联烯炔笼型受体的合成，这使得研究可以扩展到水性介质。新受体显示溶剂和客体诱导的二元构象在“开放”和“封闭”笼构象之间转换。重要的是，丙炔-乙炔受体的手性具有很强的构象依赖性，一种在客人加入时表现出来的效果。我们使用电子圆二色性滴定定量研究甲醇水中疏水受体腔内有机小分子的结合。
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Sn: Org.Verb.2, 1.1.2.2.8, page 218 - 237
  作者：

  DOI：——

  日期：——
• Cleavage of methoxymethyl ethers with boron trichloride. A convenient, versatile preparation of chloromethyl ether derivatives
  作者：Dane A. Goff、Ralph N. Harris、Jeffrey C. Bottaro、Clifford D. Bedford

  DOI：10.1021/jo00374a040

  日期：1986.11