1,4-Bis(diethoxyphosphinyloxy)-2-butyne | 104709-63-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磷酸及其衍生物
• 英文名称: 1,4-Bis(diethoxyphosphinyloxy)-2-butyne
• 英文别名: 4-Diethoxyphosphoryloxybut-2-ynyl diethyl phosphate
• CAS: 104709-63-9
• 化学式: C₁₂H₂₄O₈P₂
• 分子量: 358.265
• InChiKey: XKKZKJMKMCVSSO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  22
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  89.5
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  丙基溴化镁 、 1,4-Bis(diethoxyphosphinyloxy)-2-butyne 在 copper(l) iodide 作用下， 以 四氢呋喃 为溶剂， 以54%的产率得到3,4-dimethyleneoctane
  参考文献：
  名称：

  A Facile Synthesis of 2,3-Dialkyl-1,3-butadienes

  摘要：

  通过铜（I）碘化物催化的反应，成功选择性地合成了2,3-二烷基-1,3-丁二烯，该反应利用1,4-双[二乙氧基磷酰氧基]-2-丁炔与烷基格氏试剂。

  DOI：

  10.1055/s-1985-31404
• 作为产物：
  描述：

  丁炔二醇 、 氯磷酸二乙酯 在 吡啶 作用下， 反应 2.0h， 以98%的产率得到1,4-Bis(diethoxyphosphinyloxy)-2-butyne
  参考文献：
  名称：

  A Facile Synthesis of 2,3-Dialkyl-1,3-butadienes

  摘要：

  通过铜（I）碘化物催化的反应，成功选择性地合成了2,3-二烷基-1,3-丁二烯，该反应利用1,4-双[二乙氧基磷酰氧基]-2-丁炔与烷基格氏试剂。

  DOI：

  10.1055/s-1985-31404

文献信息

• Ruthenium-Catalyzed Cross-Coupling of 7-Azabenzonorbornadienes with Alkynes. An Entry to 3a,9b-Dihydrobenzo[<i>g</i>]indoles
  作者：Alphonse Tenaglia、Sylvain Marc

  DOI：10.1021/jo702248r

  日期：2008.2.1

  reaction of 7-azabenzonorbornadienes with alkynes to form 3a,9b-dihydrobenzo[g]indoles. This transformation involves the cleavage of one C−N bond of the bicyclic alkene and formation of two (C−C and C−N) bonds at the acetylenic carbons. The scope and limitations of the reaction are addressed according to the substitution patterns of the alkyne and of the substituent at the nitrogen atom of the azabenzonorbornadiene

  原位生成的富电子半三明治钌络合物CpRuI（PPh 3）2催化7-氮杂苯并降冰片二烯与炔烃的偶联反应，形成3a，9b-二氢苯并[ g ]吲哚。这种转变涉及双环烯的一个C-N键的裂解和在炔碳上形成两个（CC和C-N）键。根据炔烃和氮杂苯并降冰片二烯的氮原子上的取代基的取代方式来解决反应的范围和限制。
• Cu-Catalyzed three-component coupling reactions using nitriles, 1,3-dienes and silylboranes
  作者：Yuki Matsuda、Yasushi Tsuji、Tetsuaki Fujihara

  DOI：10.1039/d0cc01803a

  日期：——

  This paper reports novel Cu-catalyzed three-component coupling reactions using nitriles, 1,3-dienes and silylboranes. The desired reactions proceed at room temperature and yield β,γ-unsaturated ketones with a (dimethylphenylsilyl)methyl moiety at the α-position. Diverse nitriles participate in the reaction and the corresponding products were obtained in good to high yields with high regioselectivity

  本文报道了使用腈，1,3-二烯和甲硅烷基硼烷的新型铜催化三组分偶联反应。所需的反应在室温下进行，得到在α-位带有（二甲基苯基甲硅烷基）甲基的β，γ-不饱和酮。各种腈参与反应，并以高至高收率和高区域选择性获得了相应的产物。
• ACAT inhibitors derived from hetero-Diels-Alder cycloadducts of thioaldehydes
  作者：Richard G. Wilde、Jeffrey T. Billheimer、Sandie J. Germain、Elizabeth A. Hausner、Paul C. Meunier、Deborah A. Munzer、Janet K. Stoltenborg、Peter J. Gillies、Deborah L. Burcham、Shiew-Mai Huang、John D. Klaczkiewicz、Soo S. Ko、Ruth R. Wexler

  DOI：10.1016/0968-0896(96)00143-5

  日期：1996.9

  Acyl-CoA:cholesterol acyltransferase (ACAT) is the enzyme largely responsible for intracellular cholesterol esterification. A systemic inhibitor of ACAT is believed to be able to slow or even reverse the atherosclerotic process. Towards that goal, a series of cyclic sulfides, derived from the hetero-Diels-Alder reaction of thioaldehydes with 1,3-dienes, and bearing carboxamide substituents, were prepared and evaluated for in vitro (in several tissues and species) and ex vivo ACAT inhibition. Minor changes in subsequent structure were found to have a significant effect in optimization of the biological activity of this series of compounds. Copyright (C) 1996 The DuPont Merck Pharmaceutical Company.
• Hopf, Henning; Theurig, Marcus; Jones, Peter G., Liebigs Annalen, 1996, # 8, p. 1301 - 1311
  作者：Hopf, Henning、Theurig, Marcus、Jones, Peter G.、Bubenitschek, Peter

  DOI：——

  日期：——
• ARAKI, SHUKI;OHMURA, MASAYUKI;BUTSUGAN, YASUO, SYNTHESIS, BRD, 1985, N 10, 963-964
  作者：ARAKI, SHUKI、OHMURA, MASAYUKI、BUTSUGAN, YASUO

  DOI：——

  日期：——