3-bromo-2-(prop-2-ynyloxy)tetrahydro-2H-pyran | 99441-31-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• 英文名称: 3-bromo-2-(prop-2-ynyloxy)tetrahydro-2H-pyran
• 英文别名: 3-Bromo-2-prop-2-ynoxyoxane
• CAS: 99441-31-3
• 化学式: C₈H₁₁BrO₂
• 分子量: 219.078
• InChiKey: XDBDPLUGCSDURH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-bromo-2-(prop-2-ynyloxy)tetrahydro-2H-pyran 在 偶氮二异丁腈 、 对甲苯磺酸 三丁基氯化锡 、 sodium cyanoborohydride 、 叔丁醇 作用下， 生成 3-(4-methyl-furan-3-yl)-propan-1-ol
  参考文献：
  名称：

  呋喃基自由基环化

  摘要：

  描述了一个三步的4-甲基呋喃环化序列，描述了溴缩醛自由基环化成2-烷氧基-4-亚甲基四氢呋喃的过程

  DOI：

  10.1016/s0040-4039(00)95629-6
• 作为产物：
  描述：

  3,4-二氢-2H-吡喃 、 2-丙炔-1-醇 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 二氯甲烷 为溶剂， 以80%的产率得到3-bromo-2-(prop-2-ynyloxy)tetrahydro-2H-pyran
  参考文献：
  名称：

  使用次磷酸盐通过自由基环化反应立体选择性地合成三取代四氢呋喃。在（±）-二氢芝麻素全合成中的应用

  摘要：

  四氢呋喃的立体选择性合成已通过使用次磷酸盐的分子内自由基环化反应从溴代炔烃和溴代烯烃实现。这种自由基环化策略已成功地应用于天然存在的生物活性呋喃木质素二氢芝麻素的全合成。

  DOI：

  10.1016/s0040-4020(02)00113-8

文献信息

• [EN] TRICYCLIC P2-LIGAND CONTAINING POTENT HIV-PROTEASE INHIBITORS AGAINST HIV/AIDS<br/>[FR] P2-LIGAND TRICYCLIQUE CONTENANT DES INHIBITEURS PUISSANTS DE LA PROTÉASE DU VIH CONTRE LE VIH/SIDA
  申请人：GHOSH ARUN K

  公开号：WO2018089621A1

  公开（公告）日：2018-05-17

  Various embodiments relate to a compound of the formula (I) and (II), wherein X, X1, X2, X3, and R1-R4 are defined herein, as well as pharmaceutical compositions comprising compounds of the formula (I) and/or (II) and methods of treating an HIV infection comprising administering a therapeutically effective amount of one or more compounds of formula (I) and/or (II), or a pharmaceutical composition comprising compounds of the formula (I) and/or (II), to a patient in need thereof.

  各种实施例涉及公式(I)和(II)的化合物，其中X、X1、X2、X3以及R1-R4在此处有定义，以及包括公式(I)和/或(II)化合物的药物组合物，以及治疗HIV感染的方法，包括向需要的患者施用公式(I)和/或(II)的一个或多个化合物的治疗有效量，或者包括公式(I)和/或(II)化合物的药物组合物。
• Indirect Electrochemical Radical Cyclization of Bromo Acetals by the Combined Use of Cobaloxime and Sacrificial Electrode
  作者：Tsutomu Inokuchi、Hiroyuki Kawafuchi、Kenji Aoki、Akihito Yoshida、Sigeru Torii

  DOI：10.1246/bcsj.67.595

  日期：1994.2

  An improved procedure for the electrochemical radical cyclization of 2-bromoethyl 2-alkynyl ethers has been developed by the combined use of chloro(pyridine)cobaloxime(III) and a zinc plate as a sacrificial anode in an undivided cell. The reaction is feasible with 5 mol% of the cobalt catalyst and applicable to a variety of bromo acetals under neutral conditions.

  通过结合使用氯（吡啶）钴肟 (III) 和锌板作为未分隔电池中的牺牲阳极，开发了一种用于 2-溴乙基 2-炔基醚电化学自由基环化的改进方法。该反应在 5 mol% 的钴催化剂下是可行的，适用于中性条件下的各种溴缩醛。
• Tricyclic P2-ligand containing potent HIV-protease inhibitors against HIV/AIDS
  申请人：PURDUE RESEARCH FOUNDATION

  公开号：US11028096B2

  公开（公告）日：2021-06-08

  Various embodiments relate to a compound of the formula (I) and (II), wherein X, X1, X2, X3, and R1-R4 are defined herein, as well as pharmaceutical compositions comprising compounds of the formula (I) and/or (II) and methods of treating an HIV infection comprising administering a therapeutically effective amount of one or more compounds of formula (I) and/or (II), or a pharmaceutical composition comprising compounds of the formula (I) and/or (II), to a patient in need thereof.

  各种实施方案涉及式 (I) 和 (II) 的化合物，其中 X、X1、X2、X3 和 R1-R4 在本文中定义，以及包含式 (I) 和/或 (II) 的化合物的药物组合物和治疗 HIV 感染的方法，包括向有需要的患者施用治疗有效量的一种或多种式 (I) 和/或 (II) 的化合物，或包含式 (I) 和/或 (II) 的化合物的药物组合物。
• Generation and Mesolysis of PhSeSiR₃]^•-:  Mechanistic Studies by Laser Flash Photolysis and Application for Bimolecular Group Transfer Radical Reactions
  作者：Ganesh Pandey、K. S. Sesha Poleswara Rao、D. K. Palit、J. P. Mittal

  DOI：10.1021/jo972345e

  日期：1998.6.1

  The investigation presented in this paper explores the mechanistic aspects and synthetic potentials of PET promoted reductive activation of selenosilane la to its radical anion la(-.). PET activation of la is achieved through a photosystem comprising a light-absorbing electron-rich aromatic (ERA), such as DMN or DMA, as an electron donor and ascorbic acid as a co-oxidant. The evidence for the ET from excited singlet states of DMN as well as DMA to la is suggested by estimating negative Delta G(et) (-51 and -43.46 kcal mol(-1), respectively) values and nearly diffusion-controlled fluorescence quenching rate constants (k(q)TR) 0.36 x 10(10) M-1 s(-1) and 0.28 x 10(10) M-1 s(-1), respectively, from time-resolved fluorescence quenching study. The transient absorption spectra of DMN.+, DMA(.+), and la(.-) are obtained initially by pulse radiolysis in order to correlate the time-resolved absorption spectral data. Laser flash photolysis studies in the nanosecond time domain have confirmed the generation of la(.-), DMN.+, and DMA(.+), supporting the participation of the triplet state of DMN or DMA in the ET reaction. Mesolytic cleavage of 1a(.-) produced a silyl radical and a phenyl selenide anion. The preparative PET activation of la in acetonitrile in the presence of DMN or DMA leads to the formation of 5 and 6, confirming the fragmentation pattern of la(.-). The overall ET rate constants (K-r(DMN) = 0.99 x 10(10) M-1 s(-1) and k(r)(DMA) = 1.62 x 10(10) M-1 s(-1)) and limiting quantum yields (phi(lim)DMN) = 0.034 and phi(lim)(DMA) = 0.12) are estimated from the inverse plot (1/[la] vs 1/phi(dis)) Obtained by measuring the dependence of photodissociation quantum yields of la at its maximum concentration in the presence of DMN or DMA. Silicon-centered radical species generated from the mesolysis of la(.-) are utilized for initiating a radical reaction by the abstraction of halogen atom from -C-X (X = Cl, Br) bonds, while PhSe- terminates the radical sequences via PhSeSePh. This concept is successfully applied for the bimolecular group transfer (BMGT) radical reactions and intermolecular radical chain addition reactions.
• SRIKRISHNA, A.;PULLAIAH, K. C., TETRAHEDRON LETT., 28,(1987) N 43, 5203-5204
  作者：SRIKRISHNA, A.、PULLAIAH, K. C.

  DOI：——

  日期：——