2-庚炔-4-酮,6-甲基- | 13046-02-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2-庚炔-4-酮,6-甲基-
• 英文名称: 6-methyl-hept-2-yn-4-one
• 英文别名: 2-Methyl-4-oxo-heptin-(5)；6-Methyl-2-hept-2-in；6-Methylhept-2-YN-4-one
• CAS: 13046-02-1
• 化学式: C₈H₁₂O
• 分子量: 124.183
• InChiKey: AKNLEQRXVYPWHR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  9
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-庚炔-4-酮,6-甲基- 在 Lindlar's catalyst sodium hydroxide 、 lithium aluminium tetrahydride 、 (2R,3R)-4-dimethylamino-3-methyl-1,2-diphenyl-butan-2-ol 、 氢气 、 臭氧 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 二氯甲烷 、 苯 为溶剂， 反应 9.75h， 生成 methyl (S)-2-(1,3-dioxoisoindolin-2-yl)-4-methylpentanoate
  参考文献：
  名称：

  Oxidative cleavage of mono-, di-, and trisubstituted olefins to methyl esters through ozonolysis in methanolic sodium hydroxide

  摘要：

  The ozonolysis of alkenes in methanolic NaOH or NaOMe with CH2Cl2 as cosolvent leads directly to methyl esters. The procedure has been used to prepare various alpha-, beta, and omega-alkoxy esters, acyloxy esters, and alpha- and beta-N-acyl and N-sulfonyl esters from the appropriate unsaturated ethers, esters, and amides. Other examples include the formation of dimethyl octanedioate from cyclooctene (75% yield), dimethyl nonanedioate and methyl nonanoate from methyl oleate (77 and 78%, respectively), and tetradecanoic acid gamma-lactone from 2-methyl-2-hexadecen-6-ol (80% yield).

  DOI：

  10.1021/jo00066a019
• 作为产物：
  描述：

  (+/-)-6-methyl-2-heptyn-4-ol 在 jones reagent 作用下， 以 丙酮 为溶剂， 以80%的产率得到2-庚炔-4-酮,6-甲基-
  参考文献：
  名称：

  Asymmetric reductions of .alpha.,.beta.-acetylenic ketones and acetophenone using lithium aluminum hydride complexed with optically active 1,3-amino alcohols

  摘要：

  DOI：

  10.1021/jo01292a006

文献信息

• 3,5-(Un)substituted-1H-pyrrolo[2,3-b]pyridine, 1H-pyrazolo[3,4-b]pyridine and 5H- pyrrolo[2,3-b]pyrazine dual ITK and JAK3 Kinase Inhibitors
  申请人：Arrien Pharmaceuticals LLC

  公开号：US20140315909A1

  公开（公告）日：2014-10-23

  The present invention relates to compounds described by Formula I: salts thereof, their synthesis, and their use as ITK and JAK3 inhibitors including such compounds and methods of using said compounds in the treatment of various diseases and or disorders such disease associated with abnormal cell growth such as autoimmune, inflammation, rheumatoid arthritis, systemic lupus erythematosus, atherosclerosis, ulcerative colitis, psoriatic arthritis, psoriasis, Crohn's, metabolic and cancer diseases. The present invention also provides pharmaceutically acceptable compositions comprising the compounds of the invention and methods of using the compositions and processes for preparing the compounds of the invention.

  本发明涉及由式I描述的化合物： 其盐，它们的合成，以及它们作为ITK和JAK3抑制剂的用途，包括这些化合物以及使用这些化合物治疗各种疾病和/或疾病的方法，这些疾病与异常细胞生长有关，如自身免疫、炎症、类风湿关节炎、系统性红斑狼疮、动脉粥样硬化、溃疡性结肠炎、银屑病性关节炎、银屑病、克罗恩病、代谢和癌症疾病。本发明还提供包括本发明化合物的药学上可接受的组合物以及使用这些组合物的方法和制备本发明化合物的方法。
• New synthesis of a chiral steroid cd-ring synthon by means of enantioselective double Michael addition
  作者：Takashi Takahashi、Hiroshi Okumoto、Jiro Tsuji

  DOI：10.1016/s0040-4039(01)90077-2

  日期：1984.1

  A new synthetic method of (+)-(1R)-acetyl-(7aR)-methyl-4-hydroinden-5-one (2) by highly enantioselective double Michael addition involving alkenylcopper-phosphine complex, 3-trimethylsilylbutenone and 2-methyl-2-cyclo-pentenone is presented.

  （+）-（1R）-乙酰基-（7aR）-甲基-4-氢茚基-5-酮（2）的新合成方法是通过高对映选择性双迈克尔加成反应，涉及烯基铜-膦配合物，3-三甲基甲硅烷基丁烯酮和2-甲基介绍了-2-环戊烯酮。
• ERK INHIBITORS AND USES THEREOF
  申请人：Celgene Avilomics Research, Inc.

  公开号：US20140228322A1

  公开（公告）日：2014-08-14

  The present invention provides compounds, compositions thereof, and methods of using the same.

  本发明提供了化合物、其组合物以及使用它们的方法。
• HIGHLY ENANTIOSPECIFIC AND ERYTHRO-SELECTIVE [2,3]-WITTIG REARRANGEMENT OF ENANTIOMERICALLY-ENRICHED ALLYLIC BENZYL ETHERS. A NEW, FORMAL CHIRAL SYNTHESIS OF<i>l</i>-EPHEDRINE
  作者：Noboru Sayo、Ei-ichiro Kitahara、Takeshi Nakai

  DOI：10.1246/cl.1984.259

  日期：1984.2.5

  The [2,3]-Wittig rearrangement of chiral (Z)-allylic benzyl ethers provides 94–97% of asymmetric transfer (enantiospecificity), along with 90–96% of erythroselectivity. Its synthetic potential is illustrated through the stereocontrolled synthesis of an optically-active precursor of l-ephedrine.

  手性 (Z)-烯丙基苄基醚的 [2,3]-Wittig 重排提供了 94-97% 的不对称转移（对映特异性），以及 90-96% 的红细胞选择性。通过立体控制合成 l-麻黄碱的光学活性前体，说明了其合成潜力。
• Reductive cleavages of homochiral acetals: inversion of the stereoselectivity
  作者：Atsunori Mori、Kazuaki Ishihara、Isao Arai、Hisashi Yamamoto

  DOI：10.1016/s0040-4020(01)90009-2

  日期：——

  Reductive cleavages of homochiral acetals using Lewis acid-hydride systems and of alkynyl acetals using organoaluminum reagents are described. Stereochemical outcomes are found to be the opposite compared with our previous results on the aluminum hydride reduction of the acetal.

  描述了使用路易斯酸-氢化物系统的同手性缩醛的还原裂解和使用有机铝试剂的炔基缩醛的还原裂解。发现立体化学结果与我们先前关于缩醛的氢化铝还原的结果相反。