erythro-3-methyl-4-pentyn-2-ol

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: erythro-3-methyl-4-pentyn-2-ol
• 英文别名: 3-Methylpent-4-yn-2-ol
• 化学式: C₆H₁₀O
• 分子量: 98.1448
• InChiKey: XDOPNIVXURPUJZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  7
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  erythro-3-methyl-4-pentyn-2-ol 660.0 ℃ 、0.13 Pa 条件下， 以98%的产率得到1,2-丁二烯
  参考文献：
  名称：

  Hopf, Henning; Kirsch, Reinhard, Angewandte Chemie, 1985, vol. 97, # 9, p. 796 - 797

  摘要：

  DOI：
• 作为产物：
  描述：

  epoxy-2,3 butane 以 二甲基亚砜 为溶剂， 生成 erythro-3-methyl-4-pentyn-2-ol
  参考文献：
  名称：

  Derivatives of avermectin and milbemycin

  摘要：

  式(I)的化合物：其中R.sup.1是氢或可选择保护的羟基；R.sup.2是烷氧基，可选择保护的羟基，羰基或可选择O-取代的肟基；R.sup.3是氢，可选择保护的羟基，或4'-(.alpha.-L-奥莱安德罗西尔)-.alpha.-L-奥莱安德罗西氧基或.α.-L-奥莱安德罗西氧基，其中末端羟基可选择保护；R.sup.4和R.sup.5中的一个是氢，另一个是甲基；R.sup.6和R.sup.7中的一个是氢，另一个是甲基；但有以下规定：(a)当R.sup.1是可选择保护的羟基时，R.sup.3是氢；(b)当R.sup.2不是甲氧基或可选择保护的羟基时，R.sup.1和R.sup.3都是氢，这些化合物作为驱虫剂是新的且有用的。

  公开号：

  US05055596A1

文献信息

• Allenic amino acids. 1. Synthesis of .gamma.-allenic GABA by a novel aza-Cope rearrangement
  作者：Arlindo L. Castelhano、Allen Krantz

  DOI：10.1021/ja00318a076

  日期：1984.3

  Synthese de l'acide amino-4 heptadiene-5,6oique (inhibiteur de la GABA transaminase) a partir de la condensation du succinimide avec le pentyne-4 ol-2

  Synthese de l'acideamino-4 heptadiene-5,6oique (inhibiteur de la GABA transaminase) a partir de la condensed du succinimide avec le pentyne-4 ol-2
• Formation of Vinyl Halides via a Ruthenium-Catalyzed Three-Component Coupling
  作者：Barry M. Trost、Anthony B. Pinkerton

  DOI：10.1021/ja011426w

  日期：2002.6.1

  corresponding Z-isomer. Under either set of conditions, a wide range of vinyl bromides could be formed. When alkynes with propargylic substituents are used, enhanced selectivity for formation of the Z-isomer is observed. When aryl acetylenes are used as the coupling partners, complete selectivity for the Z-isomer is obtained. A mechanism involving a cis or trans halometalation is invoked to explain formation

  已经研究了钌催化炔烃、烯酮和卤化物离子形成 E-或 Z-乙烯基卤化物的三组分偶联。通过系统优化实验，考察了影响烯烃选择性的条件。一般而言，极性较大的溶剂（例如 DMF）有利于 E-异构体的形成，而极性较小的溶剂（例如丙酮）有利于 Z-异构体的形成。发现形成 E-氯乙烯的优化条件是使用环戊二烯基钌 (II) 环辛二烯氯化物、五水合氯化锡作为助催化剂，对于氯化物源，DMF/水混合物中的氯化铵或四甲基氯化铵在 DMF 中。一系列其他钌 (II) 催化剂也被证明是有效的。在这些条件下可以形成多种氯乙烯。带有来自炔烃部分的五个或六个碳原子的束缚醇或酮的底物产生二酮或环己烯酮产物。对于乙烯基溴化物的形成，发现涉及使用环戊二烯基钌 (II) 三（乙腈）六氟磷酸盐和溴化锡作为助催化剂的催化剂体系是最有效的。在 DMF/丙酮混合物中使用溴化铵最适合合成 E-乙烯基溴，而在丙酮中使用溴化锂最适合形成相应的 Z
• Antihelmintic macrolide antibiotics
  申请人：BEECHAM GROUP PLC

  公开号：EP0353959A2

  公开（公告）日：1990-02-07

  There are disclosed novel compounds of formula (I) wherein R¹ is hydrogen or optionally protected hydroxy; R² is alkoxy, optionally protected hydroxy, oxo or optionally O-substituted oximino; R³ is hydrogen, optionally protected hydroxy,or a group 4′-(α-L-oleandrosyl)-α-L-oleandrosyloxy or α-L-­oleandrosyloxy wherein the terminal hydroxy group is optionally protected; the dashed line represents an optional double bond; and R⁴, R⁵, R⁶ and R⁷ are the same or different and each is hydrogen or an organic radical; as well as a process for their production and their use as endectocides and pesticides.

  公开了一种化合物，其化学式为（I），其中R¹是氢或可选择保护的羟基；R²是烷氧基，可选择保护的羟基，醛基或可选择的O-取代氧肟基；R³是氢，可选择保护的羟基，或4'-(α-L-奥莱安德罗西尔)-α-L-奥莱安德罗西氧基或α-L-奥莱安德罗氧基，其中末端羟基可选择保护；虚线表示可选的双键；R⁴、R⁵、R⁶和R⁷相同或不同，每个是氢或有机基；以及它们的生产过程和作为内外寄生虫药和杀虫剂的用途。
• 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
  作者：Clifford D. Bedford、Ralph N. Harris、Robert A. Howd、Dane A. Goff、Gary A. Koolpe、M. Petesch、Irwin Koplovitz、Walter E. Sultan、H. A. Musallam

  DOI：10.1021/jm00122a035

  日期：1989.2

  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.
• An unusual anion-promoted hydrogen shift
  作者：Juma'a R. Al-Dulayymi、Mark S. Baird

  DOI：10.1016/s0040-4039(00)77728-8

  日期：1992.2

  Reaction of the tetrachlorocyclopropane (4, X = OH) with 3.2 molecular equivalents of methyllithium at 0-degrees-C leads to an ca. 6:5 mixture of diastereomeric allenes (5). Reaction of (13) with 2.5 mol. equiv. of methyllithium at -105 to -90-degrees-C leads to isomeric but-3-en-1-ols (14). The reactions may be explained in terms of an anion promoted hydrogen shift in an intermediate cyclopropane or vinylcarbene.