4-(4,4-Dimethylcyclohexa-1,5-dien-1-yl)morpholine | 86475-13-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: 4-(4,4-Dimethylcyclohexa-1,5-dien-1-yl)morpholine
• CAS: 86475-13-0
• 化学式: C₁₂H₁₉NO
• 分子量: 193.289
• InChiKey: NRCNDKARPQJMDN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-(4,4-Dimethylcyclohexa-1,5-dien-1-yl)morpholine 生成 4-[(3E)-6-methylhepta-1,3,5-trien-3-yl]morpholine
  参考文献：
  名称：

  KILGER, R.;MARGARETHA, P., HELV. CHIM. ACTA, 1983, 66, N 3, 735-740

  摘要：

  DOI：
• 作为产物：
  描述：

  吗啉 、 4,4-二甲基-2-环己基-1-酮 以 甲苯 为溶剂， 以66%的产率得到4-(4,4-Dimethylcyclohexa-1,5-dien-1-yl)morpholine
  参考文献：
  名称：

  2-氨基-1,3-环己二烯的合成及光化学行为

  摘要：

  4,4-二烷基化的2-环己烯酮1或2与两倍过量的仲胺3的反应分别得到2-氨基-1,3-环己二烯4和5。辐照吗啉代衍生物4a（λ≥300 nm）产生异构体3-吗啉代-6-甲基-1,3,5-庚基酮6和7的混合物，而5仅给出一种相应的产物8。烯酮1与等摩尔量的吡咯烷（3c）反应得到双烯胺9通过氧化水解将其转化为不饱和二酮10。

  DOI：

  10.1002/hlca.19830660302

文献信息

• Diastereo- and Enantioselective Synthesis of Nitroso Diels−Alder-Type Bicycloketones Using Dienamine:  Mechanistic Insight into Sequential Nitroso Aldol/Michael Reaction and Application for Optically Pure 1-Amino-3,4-diol Synthesis
  作者：Norie Momiyama、Yuhei Yamamoto、Hisashi Yamamoto

  DOI：10.1021/ja066037m

  日期：2007.2.1

  This article presents complete diastereo- and highly enantioselective synthesis of nitroso Diels-Alder-type bicycloketones using dienamine. With the hydrogen bonding of two hydroxyls in the bulky binaphthol 1c, high enantioselectivities and complete diastereoselectivity are realized in 2-oxa-3-aza-bicycloketone synthesis. On the other hand, alpha,beta-unsaturated ketone can be employed as diene precursor, utilizing readily available tetrazole catalyst 3b, to provide the 3-oxa-2-aza-bicycloketones in moderate yields with complete enantioselectivities. Investigation into the reaction utilizing 2-morpholino-4,4-diphenylcyclohexadiene 2d clearly indicated that cyclization with the bulky binaphthol 1c is involved in the sequential process, the N-nitroso aldol reaction, followed by Michael addition. In addition, optically pure 1-amino-3,4-diol is synthesized from 2-oxa-3-aza-bicycloketones. Use of p-phenoxynitrosobenzene allows access to protected amino diol via cleavage of the N-Ph bond.
• [EN] ALFA-CARBOLINE INHIBITORS OF NPM-ALK, RET, AND BCR-ABL<br/>[FR] INHIBITEURS DE NPM-ALK, RET, ET BCR-ABL À BASE D'ALPHA-CARBOLINE
  申请人：UNIV MILANO BICOCCA

  公开号：WO2010025872A2

  公开（公告）日：2010-03-11

  The present invention relates to compounds of formula (I) wherein R1, R2 and R3 are as defined in the description, to their pharmaceutical compositions and use thereof for the treatment of cancer expressing oncogenic ALK protein, particularly anaplastic large cell lymphoma (ALCL), diffuse large B cell lymphoma (DLBCL), inflammatory myofibroblastic tumours (IMT) and non-small cell lung cancer (NSCLC).