(4aS)-4a-methyl-trans-octahydro-naphthalen-2-one | 78420-33-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (4aS)-4a-methyl-trans-octahydro-naphthalen-2-one
• 英文别名: (4a)10-Methyl-trans-decalon-(2)；trans-10-Methyl-decalon-2；trans-9-Methyl-3-decalon；trans-Octahydro-4a-methyl-2(1h)-naphthalenone；(4aS,8aS)-4a-methyl-1,3,4,5,6,7,8,8a-octahydronaphthalen-2-one
• CAS: 78420-33-4
• 化学式: C₁₁H₁₈O
• 分子量: 166.263
• InChiKey: QAFCUHJMKAQBFU-ONGXEEELSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.91
• 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：

  (4aS)-4a-methyl-trans-octahydro-naphthalen-2-one 在 barium dihydroxide 、 硝酸 作用下， 生成 (3aS)-3a-methyl-trans-hexahydro-indan-2-one
  参考文献：
  名称：

  藜芦生物碱。9.沟通。Cevin和相关生物碱中碳原子10的绝对构型

  摘要：

  可以证明，藜芦链烷烃Cevin和Germin中的碳原子10具有与类固醇和多萜中的碳原子10相同的绝对构型。

  DOI：

  10.1002/hlca.19550380135
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 甲醇 、 Lindlar's catalyst 作用下， 生成 (4aS)-4a-methyl-trans-octahydro-naphthalen-2-one
  参考文献：
  名称：

  A DIRECT STEREOCHEMICAL CORRELATION OF A SESQUITERPENE ALCOHOL WITH THE STEROIDS

  摘要：

  DOI：

  10.1021/ja01630a109

文献信息

• N1/N4 1,4-Cycloaddition of 1,2,4,5-Tetrazines with Enamines Promoted by the Lewis Acid ZnCl₂
  作者：Zixi Zhu、Dale L. Boger

  DOI：10.1021/acs.joc.2c00543

  日期：2022.5.6

  The second example of selective N1/N4 1,4-cycloaddition (vs C3/C6 1,4-cycloaddition) of 1,2,4,5-tetrazines with preformed or in situ generated enamines now promoted by the Lewis acid ZnCl2 and with an expanded scope is described. The reaction constitutes a formal [4 + 2] cycloaddition across two nitrogen atoms (N1/N4 vs C3/C6) of a 1,2,4,5-tetrazine followed by retro [4 + 2] cycloaddition loss of a

  1,2,4,5-四嗪与预先形成或原位生成的烯胺的选择性 N1/N4 1,4-环加成（与 C3/C6 1,4-环加成相比）的第二个例子，现在由路易斯酸 ZnCl 2促进并描述了扩展的范围。该反应构成了 1,2,4,5-四嗪的两个氮原子（N1/N4 与 C3/C6）之间的正式 [4 + 2] 环加成，然后是腈的逆向 [4 + 2] 环加成损失和芳构化提供 1,2,4-三嗪。优化反应参数，通过酮原位生成烯胺简化其实施，定义 3,6-双（硫代甲基）-1,2,4,5-四嗪的烯胺反应范围，探索 1,2,详细介绍了4,5-四嗪的适用范围，以及产品1,2,4-三嗪的代表性应用。这项工作建立并进一步扩展了一种有效的方法，可以在温和的反应条件下直接从易于获得的酮中一步高效地区域选择性合成 1,2,4-三嗪。它扩展了我们最近用芳基共轭烯胺报道的溶剂（六氟异丙醇）氢键促进反应的底物范围，允许使用简单的酮衍生烯胺并
• 1,3,8-Triaza-spiro 4,5 decan-4-on derivatives
  申请人：F. HOFFMANN-LA ROCHE AG

  公开号：EP0921125A1

  公开（公告）日：1999-06-09

  The present invention relates to compounds of the general formula wherein R1is hydrogen, lower alkyl, halogen, lower alkoxy, trifluoromethyl, lower alkyl-phenyl or (C5-7)-cycloalkyl; R2is hydrogen, lower alkyl, phenyl or lower alkyl-phenyl; R3is hydrogen, lower alkyl, benzyl, lower alkyl-phenyl, lower alkyl-diphenyl, triazinyl, cyanomethyl, lower alkyl-piperidinyl, lower alkyl-naphthyl, (C5-7)-cycloalkyl, lower alkyl-(C5-7)-cycloalkyl, lower alkyl-pyridinyl, lower alkyl-morpholinyl, lower alkyl-dioxolanyl, lower alkyl-oxazolyl or lower alkyl-2-oxo-oxazolidinyl and wherein the ring systems may be substituted by additional lower alkyl, lower alkoxy, trifluoromethyl or phenyl, or -(CH2)nC(O)O-lower alkyl, -(CH2)nC(O)NH2, -(CH2)nC(O)N(lower alkyl)2, -(CH2)nOH or -(CH2)nC(O)NHCH2C6H5; R4is hydrogen, lower alkyl or nitrilo; Ais a ring system, consisting of (a) (C5-15)-cycloalkyl, which may be in addition to R4optionally substituted by lower alkyl, trifluoromethyl, phenyl, (C5-7)-cycloalkyl, spiro-undecan-alkyl or by 2-norbornyl, or is one of the following groups dodecahydro-acenaphthylen-1yl (e), bicyclo[6.2.0]dec-9-yl (f) and bicyclononan-9-yl (g); and wherein R5 and R6are hydrogen, lower alkyl or taken together and with the carbon atoms to which they are attached form a phenyl ring; R7is hydrogen or lower alkyl; the dotted line represents an optional bond and nis 1 to 4; and to pharmaceutically acceptable acid addition salts thereof. Compounds of the present invention are agonists and/or antagonists of the Orphanin FQ (OFQ) receptor. Consequently they will be useful in the treatment of memory and attention deficits, psychiatric, neurological and physiological disorders, especially, but not limited to, amelioration of symptoms of anxiety and stress disorders, depression, trauma, memory loss due to Alzheimer's disease or other dementias, epilepsy and convulsions, acute and/or chronic pain conditions, symptoms of addictive drug withdrawal, control of water balance, Na+ excretion, arterial blood pressure disorders and metabolic disorders such as obesity.

  本发明涉及通式如下的化合物 式中 R1是氢、低级烷基、卤素、低级烷氧基、三氟甲基、低级烷基苯基或(C5-7)-环烷基； R2 是氢、低级烷基、苯基或低级烷基苯基； R3是氢、低级烷基、苄基、低级烷基-苯基、低级烷基-二苯基、三嗪基、氰甲基、低级烷基-哌啶基、低级烷基-萘基、（C5-7）-环烷基、低级烷基-（C5-7）-环烷基、低级烷基-吡啶基、低级烷基-吗啉基、低级烷基-二氧戊环基、低级烷基-噁唑基或低级烷基-2-氧代-噁唑烷基，其中环系统可被额外的低级烷基、低级烷氧基、三氟甲基或苯基取代，或被-(CH2)nC(O)O-低级烷基、-(CH2)nC(O)NH2、-(CH2)nC(O)N(低级烷基)2、-(CH2)nOH 或 -(CH2)nC(O)NHCH2C6H5取代； R4 是氢、低级烷基或硝基； A 是一个环状系统，包括 (a) (C5-15)-环烷基，除 R4 外，还可被低级烷基、三氟甲基、苯基、(C5-7)-环 烷基、螺十一烷基或 2-降冰片基取代，或为以下基团之一 十二氢-苊烯-1-基 (e)、双环[6.2.0]癸-9-基 (f) 和双环壬-9-基 (g)； 其中 R5 和 R6 为氢、低级烷基或与它们所连接的碳原子一起形成苯环； R7 为氢或低级烷基； 虚线代表任选键，且 n为 1 至 4； 及其药学上可接受的酸加成盐。 本发明的化合物是孤儿素 FQ（OFQ）受体的激动剂和/或拮抗剂。因此，它们可用于治疗记忆和注意力缺陷、精神、神经和生理疾病，特别是但不限于改善焦虑和应激障碍、抑郁症、创伤、阿尔茨海默病或其他痴呆症引起的记忆丧失、癫痫和抽搐、急性和/或慢性疼痛、成瘾药物戒断症状、控制水平衡、Na+排泄、动脉血压紊乱和代谢紊乱（如肥胖）等症状。
• Synthesis of α-difluoro and α-difluoro-β-trifluoroketo-derivatives as potential inhibitors for Cholesterol Ester Hydrolase
  作者：Béatrice David、Francis Schuber

  DOI：10.1016/0960-894x(96)00290-9

  日期：1996.7

  Pancreatic Cholesterol Ester Hydrolase, a serine esterase, catalyzes the hydrolysis of cholesteryl esters in the gut. We report the convergent synthesis of alpha-difluoro-beta-trinuoroketo-(5,10,15) and of alpha-difluoroketo-derivatives (22,23) as inhibitors of this enzyme that were designed to generate stable tetrahedral reaction intermediates. Copyright (C) 1996 Elsevier Science Ltd
• Stereochemistry of .beta.-keto ester and .beta.-keto nitrile alkylations
  作者：Martin E. Kuehne

  DOI：10.1021/jo00826a037

  日期：1970.1.1
• 1,3,8-Triazaspiro[4,5]decan-4-on derivatives
  申请人：F. HOFFMANN-LA ROCHE AG

  公开号：EP0921125B1

  公开（公告）日：2002-01-30