5-tributylstannylhex-5-en-1-ol | 119288-35-6

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机过渡后金属化合物
• 英文名称: 5-tributylstannylhex-5-en-1-ol
• 英文别名: H2CC(tributylstannyl)CH2{(CH2)3OH}；2-tributylstannyl-6-hydroxyhex-1-ene
• CAS: 119288-35-6
• 化学式: C₁₈H₃₈OSn
• 分子量: 389.209
• InChiKey: UUGZOAWMDSCURA-UHFFFAOYSA-N

物化性质

• 沸点：
  406.5±55.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.09
• 重原子数：
  20
• 可旋转键数：
  14
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 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：

  5-tributylstannylhex-5-en-1-ol 、 methyl 3-[bis(tert-butoxycarbonyl)amino]-6-bromo-5-(trifluoromethyl)pyridine-2-carboxylate 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 cesium fluoride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以66 %的产率得到methyl 3-[bis(tert-butoxycarbonyl)amino]-6-(5-hydroxy-1-methylenepentyl)-5-(trifluoromethyl)pyridine-2-carboxylate
  参考文献：
  名称：

  [EN] MODULATORS OF CYSTIC FIBROSIS TRANSMEMBRANE CONDUCTANCE REGULATOR
  [FR] MODULATEURS DU RÉGULATEUR DE LA CONDUCTANCE TRANSMEMBRANAIRE DE LA FIBROSE KYSTIQUE

  摘要：

  This disclosure provides modulators of Cystic Fibrosis Transmembrane Conductance Regulator (CFTR), pharmaceutical compositions containing at least one such modulator, methods of treatment of cystic fibrosis using such modulators and pharmaceutical compositions, and processes for making such modulators.

  公开号：

  WO2023154291A1
• 作为产物：
  描述：

  氢气 、 tributyl-(6-hydroxy-1-hexynyl)stannane 在 三丁基膦 作用下， 以 二甲基亚砜 为溶剂， 以78%的产率得到5-tributylstannylhex-5-en-1-ol
  参考文献：
  名称：

  Ruthenium-Catalyzed Hydrogenation of Alkynylstannanes with Migration of the Stannyl Group

  摘要：

  Molecular hydrogen adds to aliphatic and aromatic alkynylstannanes in the presence of a ruthenium catalyst, pushing the stannyl group to the adjacent carbon atom to give alpha-substituted vinylstannanes. This is the first achievement of hydrogenation of alkynylstannanes, which is applicable also to the deuteration affording precursors for an important class of deuterium-labeled compounds.

  DOI：

  10.1021/ja0458827

文献信息

• Porous Ligand Creates New Reaction Route: Bifunctional Single-Atom Palladium Catalyst for Selective Distannylation of Terminal Alkynes
  作者：Wen-Yong Huang、Guo-Qing Wang、Wen-Hao Li、Ting-Ting Li、Guang-Jun Ji、Shi-Cheng Ren、Miao Jiang、Li Yan、Hai-Tao Tang、Ying-Ming Pan、Yun-Jie Ding

  DOI：10.1016/j.chempr.2020.06.020

  日期：2020.9

  Single-atom-site (SAS) catalyst, as a highly reactive heterogeneous catalytic system, is one of the effective tools for complex organic synthesis. However, excessive attention on the catalysis and regulation of metal atoms has led to the neglect of the role of supports and ligands. Here, we employed a P-doped porous organic polymer as a support, as well as a ligand in the developed Pd SAS catalysts. The enrichment

  单原子中心（SAS）催化剂作为一种高反应性的非均相催化系统，是进行复杂有机合成的有效工具之一。然而，对金属原子催化和调节的过度关注导致对载体和配体作用的忽视。在这里，我们在开发的Pd SAS催化剂中采用了P掺杂的多孔有机聚合物作为载体以及配体。孔对基质的富集，载体的配体作用以及SAS催化剂的高化学选择性和抗团聚是该SAS催化剂最显着的特征。利用SAS催化剂的多种性质实现了高选择性的末端炔的脱炔反应。
• The synthesis of allylstannanes and, vinylstannanes by the stannyl-cupration of allenes
  作者：Asunción Barbero、Purificación Cuadrado、Ian Fleming、Ana M. González、Francisco J. Pulido

  DOI：10.1039/c39900001030

  日期：——

  Stannyl-cupration of allenes followed by electrophilic attack gives allyl- and vinylstannanes with a variety of substitution patterns; the regiochemistry of the reaction depends upon the temperature and the nature of the stannyl-cuprate reagent.

  丙二烯丙二烯丙烯化，然后进行亲电攻击，使烯丙基-和乙烯基锡烷具有多种取代方式；反应的区域化学取决于温度和苯乙烯-铜酸盐试剂的性质。
• SHARMA, SUNAINA;OEHLSCHLAGER, ALLAN C., TETRAHEDRON LETT., 29,(1988) N 3, 261-264
  作者：SHARMA, SUNAINA、OEHLSCHLAGER, ALLAN C.

  DOI：——

  日期：——
• Ruthenium-Catalyzed Hydrogenation of Alkynylstannanes with Migration of the Stannyl Group
  作者：Eiji Shirakawa、Ryotaro Morita、Teruhisa Tsuchimoto、Yusuke Kawakami

  DOI：10.1021/ja0458827

  日期：2004.10.1

  Molecular hydrogen adds to aliphatic and aromatic alkynylstannanes in the presence of a ruthenium catalyst, pushing the stannyl group to the adjacent carbon atom to give alpha-substituted vinylstannanes. This is the first achievement of hydrogenation of alkynylstannanes, which is applicable also to the deuteration affording precursors for an important class of deuterium-labeled compounds.
• [EN] MODULATORS OF CYSTIC FIBROSIS TRANSMEMBRANE CONDUCTANCE REGULATOR<br/>[FR] MODULATEURS DU RÉGULATEUR DE LA CONDUCTANCE TRANSMEMBRANAIRE DE LA FIBROSE KYSTIQUE
  申请人：[en]VERTEX PHARMACEUTICALS INCORPORATED

  公开号：WO2023154291A1

  公开（公告）日：2023-08-17

  This disclosure provides modulators of Cystic Fibrosis Transmembrane Conductance Regulator (CFTR), pharmaceutical compositions containing at least one such modulator, methods of treatment of cystic fibrosis using such modulators and pharmaceutical compositions, and processes for making such modulators.