isopropyl but-2-ynoate | 108946-42-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: isopropyl but-2-ynoate
• 英文别名: Tetrolsaeure-isopropylester；isopropyl 2-butynoate；Propan-2-yl but-2-ynoate
• CAS: 108946-42-5
• 化学式: C₇H₁₀O₂
• 分子量: 126.155
• InChiKey: QNJZCZYIIHIUFH-UHFFFAOYSA-N

物化性质

• 沸点：
  176.8±9.0 °C(Predicted)
• 密度：
  0.961±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  9
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  isopropyl but-2-ynoate 在 palladium on barium sulfate 正丁基锂 、 氢气 作用下， 以 吡啶 、 乙酸乙酯 为溶剂， 反应 6.25h， 生成
  参考文献：
  名称：

  Syntheses of (2S,3R)- and (2S,3S)-3-methylglutamic acid

  摘要：

  Arndt-Eistert homologation of suitably-protected (2S,3S)-3-methylaspartic acid occurs with retention of configuration at C-3 to give, ultimately, (2S,3R)-3-methylglutamic acid. (2S,3R)-3- Methylglutamic acid was also prepared in good yield via the conjugate addition of the lithiated anion of the bis-lactim ether. of cyclo-(R-Val-Gly) to methyl (E)-butenoate. The analogous reaction performed using isopentyl (Z)-butenoate ultimately gave (2S,3S)-3-methylglutamic acid. Both conjugate additions occurred with high diastereoselectivity.

  DOI：

  10.1039/p19940002525
• 作为产物：
  描述：

  2-丁炔酸甲酯 、 alkaline earth salt of/the/ methylsulfuric acid 生成 isopropyl but-2-ynoate
  参考文献：
  名称：

  Krause, Norbert; Seebach, Dieter, Chemische Berichte, 1987, vol. 120, p. 1845 - 1852

  摘要：

  DOI：

文献信息

• Rhodium(III)-Catalyzed Tandem [2+2+2] Annulation-Lactamization of Anilides with Two Alkynoates via Cleavage of Two Adjacent C−H or C−H/C−O bonds
  作者：Miho Fukui、Yu Shibata、Yuki Hoshino、Haruki Sugiyama、Kota Teraoka、Hidehiro Uekusa、Keiichi Noguchi、Ken Tanaka

  DOI：10.1002/asia.201600943

  日期：2016.8.19

  An electron‐deficient CpE rhodium(III) complex bearing a cyclopentadienyl ligand with two ethyl ester substituents catalyzes the tandem [2+2+2] annulation–lactamization of acetanilides with two alkynoates via cleavage of adjacent two C−H bonds to give densely substituted benzo[cd]indolones. The reactions of meta‐methoxy‐substituted acetanilides with two alkynoates also provided benzo[cd]indolones via

  带有环戊二烯基配体和两个乙基酯取代基的缺电子的Cp E铑（III）络合物通过两个相邻的C-H键的裂解来催化[2 + 2 + 2]对乙酰苯胺与两个炔酸的环化-内酰胺化反应取代的苯并[ cd ]吲哚酮。的反应中的元甲氧基-取代的乙酰苯胺具有两个alkynoates还提供了苯并[ CD ]吲哚酮通过相邻的C-H / C-O键的断裂。此外，3,5-二甲氧基乙酰苯胺与两种链烷酸酯反应生成脱芳族的螺环化合物。
• Catalytic [2+2+1] Cross-Cyclotrimerization of Silylacetylenes and Two Alkynyl Esters To Produce Substituted Silylfulvenes
  作者：Yu Shibata、Ken Tanaka

  DOI：10.1002/anie.201105517

  日期：2011.11.11

  Three become one: The cationic rhodium(I) complex [Rh(cod)2]BF4 catalyzes the [2+2+1] cross‐cyclotrimerization of silylacetylenes and two alkynyl esters, leading to substituted silylfulvenes (see scheme; cod=1,5‐cyclooctadiene). The reductive complexation of the silylfulvene product with RhCl3 in EtOH furnished the corresponding dinuclear electron‐deficient cyclopentadienyl rhodium(III) complex.

  三合一：阳离子铑（I）络合物[Rh（cod）2 ] BF 4催化甲硅烷基乙炔和两种炔基酯的[2 + 2 + 1]交叉环三聚，导致取代的甲硅烷基富烯（参见图； cod = 1 ，5-环辛二烯）。甲硅烷基富烯产物与RhCl 3在EtOH中的还原络合提供了相应的双核电子不足的环戊二烯基铑（III）络合物。
• METHOD FOR SYNTHESIS OF KETO ACIDS OR AMINO ACIDS BY HYDRATION OF ACETYLENE COMPOUND
  申请人：Ogo Seiji

  公开号：US20090216044A1

  公开（公告）日：2009-08-27

  An object of the present invention is to provide a method for synthesis of keto acids by hydration of an acetylene compound (acetylene-carboxylic acids) under mild conditions free from harmful mercury catalysts and a method for synthesis of amino acids from acetylene-carboxylic acids in a single container (one-pot or tandem synthesis). In one embodiment of the method according to the present invention for synthesis of keto acids, acetylene-carboxylic acids is hydrated in the presence of a metal salt represented by General Formula (1), where M 1 represents an element in Group VIII, IX, or X of the periodic table, and X 1 , X 2 , or X 3 ligand represents halogen, H 2 O, or a solvent molecule, and k represents a valence of a cation species, and Y represents an anion species, and L represents a valence of the anion species, and each of K and L independently represents 1 or 2, and k×m=L×n.

  本发明的目的是提供一种在温和条件下，不使用有害的汞催化剂，通过乙炔化合物（乙炔羧酸）的水合反应合成酮酸的方法，以及一种从乙炔羧酸中在一个容器中（单步或串联合成）合成氨基酸的方法。根据本发明的一种方法实施例，乙炔羧酸在通式（1）所代表的金属盐的存在下被水化，其中M1代表周期表第VIII、IX或X族元素，X1、X2或X3配体代表卤素、H2O或溶剂分子，k代表阳离子种类的价，Y代表阴离子种类，L代表阴离子种类的价，K和L各自独立地表示1或2，k×m=L×n。
• NUCLEAR TRANSPORT MODULATORS AND USES THEREOF
  申请人：Karyopharm Therapeutics Inc.

  公开号：US20140155370A1

  公开（公告）日：2014-06-05

  The invention generally relates to the field of nuclear transport modulators, e.g., CRM1 inhibitors, and more particularly to new substituted-heterocyclic azole compounds, the synthesis and use of these compounds and their pharmaceutical compositions, e.g., in the treatment, modulation and/or prevention of physiological conditions associated with CRM1 activity such as in treating cancer and other neoplastic disorders, inflammatory diseases, disorders of abnormal tissue growth and fibrosis including cardiomyopathy, pulmonary fibrosis, hepatic fibrosis, glomerulonephritis, and other renal disorders, and for the treatment of viral infections (both acute and chronic).

  本发明通常涉及核运输调节剂领域，例如CRM1抑制剂，更具体地涉及新的取代杂环唑类化合物，这些化合物的合成和使用以及它们的药物组成物，例如在治疗、调节和/或预防与CRM1活性相关的生理状况方面的应用，如治疗癌症和其他肿瘤性疾病、炎症性疾病、异常组织生长和纤维化疾病，包括心肌病、肺纤维化、肝纤维化、肾小球肾炎和其他肾脏疾病以及治疗病毒感染（急性和慢性）等。
• Asymmetric Construction of an Aryl‐Alkene Axis by Palladium‐Catalyzed Suzuki–Miyaura Coupling Reaction
  作者：Sheng‐Qi Qiu、Yu Chen、Xiang‐Jun Peng、Shi‐Jiang He、Jun Kee Cheng、Yong‐Bin Wang、Shao‐Hua Xiang、Jun Song、Peiyuan Yu、Junmin Zhang、Bin Tan

  DOI：10.1002/anie.202211211

  日期：2022.11.7

  The construction of axially chiral acyclic aryl-alkene skeletons via classic Suzuki–Miyaura reaction has been challenging compared to the biaryls. Rational optimization established an enabling 3,3′-triphenylsilyl-substituted phosphite ligand for asymmetric coupling of hindered aryl halides and vinyl boronates under mild conditions, affording the acyclic aryl-alkenes in good yield, atroposelectivity

  与联芳基相比，通过经典的 Suzuki-Miyaura 反应构建轴向手性无环芳基烯烃骨架一直具有挑战性。合理的优化建立了一个 3,3'-三苯基甲硅烷基取代的亚磷酸酯配体，用于在温和条件下受阻芳基卤化物和硼酸乙烯酯的不对称偶联，以良好的收率、阻转选择性和E / Z选择性提供无环芳基烯烃。