(S)-((pent-4-yn-2-yloxy)methyl)benzene | 207129-91-7

• 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: (S)-((pent-4-yn-2-yloxy)methyl)benzene
• 英文别名: [(2S)-pent-4-yn-2-yl]oxymethylbenzene
• CAS: 207129-91-7
• 化学式: C₁₂H₁₄O
• 分子量: 174.243
• InChiKey: UKSXFTBAIZKREV-NSHDSACASA-N

物化性质

• 沸点：
  242.6±23.0 °C(Predicted)
• 密度：
  0.974±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (S)-((pent-4-yn-2-yloxy)methyl)benzene 在 palladium on activated charcoal 正丁基锂 、 氢气 作用下， 以 四氢呋喃 、 乙酸乙酯 为溶剂， -78.0~20.0 ℃ 、101.33 kPa 条件下， 反应 25.0h， 生成 (5S,7S)-7-methyl-1,6-dioxaspiro[4.5]decane
  参考文献：
  名称：

  Alkynyltrifluoroborates as Versatile Tools in Organic Synthesis:  A New Route to Spiroketals

  摘要：

  A simple and efficient two-step approach to spiroketals is described. Key steps include the preparation of functionalized hydroxyl alpha-alkynones by ring-opening reactions of lactones with lithium alkynyltrifluoroborates followed by a palladium-catalyzed hydrogenation/spirocyclization of the prespiroketal intermediate.

  DOI：

  10.1021/ol047987k
• 作为产物：
  描述：

  溴甲苯 、 (S)-4-戊炔-2-醇 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 0.75h， 生成 (S)-((pent-4-yn-2-yloxy)methyl)benzene
  参考文献：
  名称：

  Enantioconvergent Formal Synthesis of Brefeldin A via Sakai-Catalyzed Cyclization

  摘要：

  DOI：

  10.1021/jo990507w

文献信息

• Process for the preparation of azidoperfluoroalkanes and N-polyfluoroalkyl azides
  申请人：Ustav organicke chemie a biochemie AV CR, v.v.i.

  公开号：US20190161452A1

  公开（公告）日：2019-05-30

  Process for the preparation of azidoperfluoroalkanes and azidopolyfluoroalkanes of general formula R F —N 3 , where R F is chosen from a group containing C n F 2n+1 , C n F x H 2n+1−x , C n F x X 2n+1−x or R 1 CF 2 CF 2 , where n is an integer in the range of 1 to 10, x is an integer in the range of 2 to 20, X is Cl, Br, or I, R 1 is C 1-10 alkyl, ArO, ArS, imidazolyl, benzimidazolyl, or pyrazolyl and Ar is phenyl or substituted phenyl, by the reaction of electrophilic azidation reagent of general formula R 2 —N 3 , where R 2 is n-C 4 F 9 SO 2 , ArSO 2 , Br, I, with synthetic equivalent of polyfluoroalkylated carbanion of general formula [R F ] − .

  通用公式RF—N3的叠氮全氟烷和叠氮多氟烷的制备过程，其中RF选择自包含CnF2n+1、CnFxH2n+1−x、CnFxX2n+1−x或R1CF2CF2的一组化合物，其中n为1至10范围内的整数，x为2至20范围内的整数，X为Cl、Br或I，R1为C1-10烷基、ArO、ArS、咪唑基、苯并咪唑基或吡唑基，Ar为苯基或取代苯基，通过亲电性叠氮试剂R2—N3的反应，其中R2为n-C4F9SO2、ArSO2、Br、I的通用公式，与通用公式[RF]−的多氟烷基化碳负离子的合成等效物的反应。
• Azidoperfluoroalkanes: Synthesis and Application in Copper(I)-Catalyzed Azide-Alkyne Cycloaddition
  作者：Zsófia E. Blastik、Svatava Voltrová、Václav Matoušek、Bronislav Jurásek、David W. Manley、Blanka Klepetářová、Petr Beier

  DOI：10.1002/anie.201609715

  日期：2017.1.2

  nC8F17), which enables the direct insertion of CF3 and perfluoroalkyl groups into triazole ring systems. The azidoperfluoroalkanes show good reactivity with terminal alkynes in copper(I)‐catalyzed azide–alkyne cycloaddition (CuAAC), giving access to rare and stable N‐perfluoroalkyl triazoles. Azidoperfluoroalkanes are thermally stable and the efficiency of their preparation should be attractive for

  我们报告了叠氮基三氟甲烷（CF 3 N 3）和更长的全氟化碳链类似物（R F N 3； R F = C 2 F 5，n C 3 F 7，n C 8 F 17）的有效且可扩展的合成，这使CF 3和全氟烷基直接插入三唑环系统。在铜（I）催化的叠氮化物-炔烃环加成反应（CuAAC）中，叠氮全氟烷烃与末端炔烃显示出良好的反应性，从而获得稀有且稳定的N全氟烷基三唑。叠氮全氟烷烃具有热稳定性，其制备效率对于发现计划应具有吸引力。
• Sphingosine-1-phosphate receptor agonist and antagonist compounds
  申请人：Wallace Grier A.

  公开号：US20090029947A1

  公开（公告）日：2009-01-29

  The present invention is directed to novel, potent, and selective agents, which are agonists or antagonists of the one or more of the individual receptors of the S1P receptor family. The compounds of the invention are useful as therapeutics for treating medical conditions associated with agonism or antagonism of the individual receptors of the S1P receptor family.

  本发明涉及一种新型、有效和选择性的药剂，它们是S1P受体家族中一个或多个单个受体的激动剂或拮抗剂。本发明的化合物可用作治疗与S1P受体家族中单个受体的激动或拮抗有关的医学状况的治疗剂。
• A concise synthesis of (S)-(+)-5,6-2H-pyran-2-one via hydrozirconation–carbonylation–demetallation of O-benzyl (S)-(−)-4-pentyn-2-ol
  作者：Jairton Dupont、Augusto J Donato

  DOI：10.1016/s0957-4166(98)00054-8

  日期：1998.3

  A simple synthetic approach to alpha,beta-unsaturated delta-lactones has been devised from the hydrozirconation of O-protected homopropargyl alcohols followed by carbonylation and quenching with iodine. The synthesis of (S)-(+)-5,6-2H-pyran-2-one (parasorbic acid) from easily available O-benzylated (S)-(-)-4-pentyn-2-ol was chosen to exemplify the approach. (C) 1998 Elsevier Science Ltd. All rights reserved.
• US8217027B2
  申请人：——

  公开号：US8217027B2

  公开（公告）日：2012-07-10