2-((7-bromohept-2-yn-1-yl)oxy)tetrahydro-2H-pyran | 114952-77-1

• 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: 2-((7-bromohept-2-yn-1-yl)oxy)tetrahydro-2H-pyran
• 英文别名: 2-(7-bromohept-2-ynyloxy)tetrahydropyran；2-[(7-Bromohept-2-YN-1-YL)oxy]oxane；2-(7-bromohept-2-ynoxy)oxane
• CAS: 114952-77-1
• 化学式: C₁₂H₁₉BrO₂
• 分子量: 275.186
• InChiKey: NXDSXRANEQGEJW-UHFFFAOYSA-N

物化性质

• 沸点：
  85-90 °C(Press: 0.005-0.01 Torr)
• 密度：
  1.26±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 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：

  2-((7-bromohept-2-yn-1-yl)oxy)tetrahydro-2H-pyran 在 palladium on activated charcoal 氢气 、 potassium carbonate 作用下， 以 四氢呋喃 、 环己烷 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 25.0~80.0 ℃ 、101.33 kPa 条件下， 反应 15.0h， 生成 2-[7-(Tetrahydro-pyran-2-yloxy)-heptyl]-malonic acid dimethyl ester
  参考文献：
  名称：

  Brillon, Denis; Deslongchamps, Pierre, Canadian Journal of Chemistry, 1987, vol. 65, p. 56 - 68

  摘要：

  DOI：
• 作为产物：
  描述：

  3,4-二氢-2H-吡喃 在 正丁基锂 、 Amberlyst A₁₅ 、 sodium iodide 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 2.0h， 生成 2-((7-bromohept-2-yn-1-yl)oxy)tetrahydro-2H-pyran
  参考文献：
  名称：

  Chiral acyl radical equivalents: 5-exo cyclization of conformationally constrained 1,3-dioxolanyl radicals

  摘要：

  Chiral 1,3-dioxolan-2-yl radicals derived from acetals 8 and 9 underwent intramolecular hydrogen abstraction followed by 5-exo-trig cyclization on treatment with tributyltin hydride and AIBN with modest and opposite stereoselectivities. The more highly substituted substrate 13 took part in a similar cascade, triggered by a 5-exo-dig cyclization. In this example the more highly substituted nature of the alkene in the stereocontrolled cyclization resulted in essentially complete diastereoselectivity. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00633-4

文献信息

• 吡唑[3,4-d]嘧啶-3-酮的大环衍生物、其药物组合物及应用
  申请人：上海迪诺医药科技有限公司

  公开号：CN108623615B

  公开（公告）日：2022-12-13

  本发明涉及一种如式(I)所示的吡唑[3,4‑d]嘧啶‑3‑酮的大环衍生物和/或其药学上可接受的盐，以及含有如式(I)所示化合物的组合物和/或其药学上可接受的盐，制备方法和其作为Wee1抑制剂的用途及其作为癌症的化学疗法或放射性疗法的增敏剂中的用途；本发明的吡唑[3,4‑d]嘧啶‑3‑酮的大环衍生物可以有效的抑制Wee1及相关信号通路，具有良好的治疗和/或缓解癌症的作用。
• Efficient Synthesis of the Structural Core of Tetracyclines by a Palladium-Catalyzed Domino Tsuji–Trost–Heck–Mizoroki Reaction
  作者：Lutz F. Tietze、Thomas Redert、Hubertus P. Bell、Sascha Hellkamp、Laura M. Levy

  DOI：10.1002/chem.200701676

  日期：2008.3.7

  The Pd-catalyzed domino Tsuji-Trost-Heck-Mizoroki reactions of compounds 18, 27, and 34, respectively, each containing an allyl acetate and a halogen aryl moiety, lead to the formation of hexahydronaphthacenes 2 and 3 and octahydroanthracene 4 in 62-81 % yield. The octahydroanthracene and hexahydronaphthacene motifs are found in many natural products, for example, the tetracycline antibiotics.

  分别含有乙酸烯丙酯和卤代芳基部分的化合物18、27和34的Pd催化的多米诺骨酒Tsutsu-Trost-Heck-Mizoroki反应导致在62-产率81％。在许多天然产物（例如四环素抗生素）中发现了八氢蒽和六氢萘并列的基序。
• Macrocyclic derivative of pyrazol[3,4-d]pyrimidin-3-one, pharmaceutical composition and use thereof
  申请人：SHANGHAI DE NOVO PHARMATECH CO., LTD.

  公开号：US11248006B2

  公开（公告）日：2022-02-15

  A macrocyclic derivative of pyrazol[3,4-d]pyrimidin-3-one as represented by formula (I) and/or a pharmaceutically acceptable salt thereof, a composition comprising the compound as represented by formula (I) and/or a pharmaceutically acceptable salt thereof, a preparation method therefor, use thereof as a Wee1 inhibitor and use thereof as a sensitizer in chemotherapy or a radiotherapy of cancers. The macrocyclic derivative of pyrazol[3,4-d]pyrimidin-3-one can effectively inhibit Wee1 and relating signaling pathways, having good therapeutic and relieving effects on cancers.

  一种由式(I)代表的吡唑并[3,4-d]嘧啶-3-酮的大环衍生物和/或其药学上可接受的盐、一种由式(I)代表的化合物和/或其药学上可接受的盐组成的组合物、其制备方法、其作为Wee1抑制剂的用途以及其在癌症化疗或放疗中作为增敏剂的用途。吡唑并[3,4-d]嘧啶-3-酮的大环衍生物能有效抑制Wee1及相关信号通路，对癌症具有良好的治疗和缓解作用。
• A Formal [3 + 3] Cycloaddition Reaction. 5. An Enantioselective Intramolecular Formal Aza-[3 + 3] Cycloaddition Reaction Promoted by Chiral Amine Salts
  作者：Aleksey I. Gerasyuto、Richard P. Hsung、Nadiya Sydorenko、Brian Slafer

  DOI：10.1021/jo050171s

  日期：2005.5.1

  A detailed account on chiral secondary amine salt promoted enantioselective intramolecular formal aza-[3 + 3] cycloadditions is described here for the first time. The dependence of enantioselectivity on the structural feature of these chiral amines is thoroughly investigated. This study also reveals a very interesting reversal of the stereochemistry in the respective cycloadducts obtained using C-1- and C-2-symmetric amine salts. In addition, the influence of solvents, counteranions, and temperatures on the enantioselectivity is described, and a unified mechanistic model based on experimental results as well as semiempirical calculations is proposed.
• BRILLON D.; DESLONGCHAMPS P., CAN. J. CHEM., 65,(1987) N 1, 56-68
  作者：BRILLON D.、 DESLONGCHAMPS P.

  DOI：——

  日期：——