[1R-(1alpha,2beta,5alpha)]-1-(异丙基)-2-甲氧基-4-甲基环己烷 | 1565-76-0

• 物质功能分类: 医药中间体 - 原料药中间体
• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 中文名称: [1R-(1alpha,2beta,5alpha)]-1-(异丙基)-2-甲氧基-4-甲基环己烷
• 英文名称: menthyl methyl ether
• 英文别名: (1S,2R,4R)-2-methoxy-4-methyl-1-propan-2-ylcyclohexane
• CAS: 1565-76-0
• 化学式: C₁₁H₂₂O
• 分子量: 170.295
• InChiKey: JDGJLPHFRJNJMN-OUAUKWLOSA-N

物化性质

• 沸点：
  201.9℃[at 101 325 Pa]
• 密度：
  0.86[at 20℃]
• LogP：
  4.369 at 25℃
• 物理描述：
  Clear colourless liquid; Minty aroma
• 溶解度：
  Soluble in heptane; Slightly soluble in triacetin; Insoluble in water
• 折光率：
  1.441-1.447

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2909209000
• 储存条件：
  室温

反应信息

• 作为反应物：
  描述：

  [1R-(1alpha,2beta,5alpha)]-1-(异丙基)-2-甲氧基-4-甲基环己烷 在 HOF* CH₃CN 、 sodium fluoride 作用下， 以 氯仿 、 水 、 乙腈 为溶剂， 以65%的产率得到试剂Menthide
  参考文献：
  名称：

  Oxidative Cleavage of Methyl Ethers Using the HOF.cntdot.CH3CN Complex

  摘要：

  HOF . CH3CN complex, made easily by bubbling fluorine diluted with nitrogen through aqueous acetonitrile, proved to be a suitable oxidizer for various methyl ethers. Secondary ethers are oxidized to ketones and even to lactones via Baeyer-Villiger type of oxidation. The reaction is ionic, and the reagent's electrophilic oxygen attacks the relatively electron rich C-H bend alpha to the ether moiety. It was found that the more sterically hindered is the C-H bond in question, the slower the reaction. In cases where this bond is an electron poor one as in benzoin methyl ether (9), no reaction takes place. When labeled (HOF)-O-18 . CH3CN is used on a O-16 methyl ether, the resulting ketone possesses only the heavier oxygen isotope. Primary methyl ethers are somewhat slower to react, but they too were oxidized in very good yields to acids via the corresponding aldehydes.

  DOI：

  10.1021/jo00130a029
• 作为产物：
  描述：

  (-)-氯甲基薄荷醚 在 4,4'-二叔丁基苯并 、 水 、 lithium 作用下， 生成 [1R-(1alpha,2beta,5alpha)]-1-(异丙基)-2-甲氧基-4-甲基环己烷
  参考文献：
  名称：

  Ortiz, Javier; Guijarro, Albert; Yus, Miguel, Anales de Quimica, 1997, vol. 93, # 1, p. 44 - 48

  摘要：

  DOI：

文献信息

• Rapid probing of the reactivity of P450 monooxygenases from the CYP116B subfamily using a substrate-based method
  作者：Ren-Jie Li、Jian-He Xu、Yue-Cai Yin、Nicolas Wirth、Jiang-Meng Ren、Bu-Bing Zeng、Hui-Lei Yu

  DOI：10.1039/c6nj00809g

  日期：——

  Four types ofO-methylated substrates were designed as probes for the detection of fingerprints of Type IV P450s.

  设计了四种O-甲基化底物作为探针，用于检测IV型P450的指纹。
• [EN] PESTICIDALLY ACTIVE PYRAZINE-AMIDE COMPOUNDS<br/>[FR] COMPOSÉS DE PYRAZINE-AMIDE À ACTION PESTICIDE
  申请人：SYNGENTA CROP PROTECTION AG

  公开号：WO2021037614A1

  公开（公告）日：2021-03-04

  Compounds of formula I wherein the substituents are as defined in claim 1, and the agrochemically acceptable salts, stereoisomers, enantiomers, tautomers and N-oxides of those compounds, can be used as insecticides.

  具有式I的化合物，其中取代基如权利要求书中定义的那样，以及这些化合物的农药可接受的盐、立体异构体、对映异构体、互变异构体和N-氧化物，可以用作杀虫剂。
• PROCESS FOR STEREOSELECTIVE SYNTHESIS OF LAMIVUDINE
  申请人：LI Jinliang

  公开号：US20100063283A1

  公开（公告）日：2010-03-11

  A process for stereoselective synthesis of lamivudine, comprising (a) glycosylation of compounds of formula (I) and cytosine or protected cytosine, separating the resulting products by crystallization to afford intermediates of formula (II); (b) removing the protecting groups of intermediates of formula (II) to obtain lamivudine.

  一种用于立体选择性合成拉米夫定的方法，包括（a）将式（I）化合物和胞嘧啶或保护胞嘧啶进行糖基化，通过结晶分离得到式（II）的中间体；（b）去除式（II）中间体的保护基，得到拉米夫定。
• Photoinduced Electron-Transfer Substitution Reactions via Unusual Charge-Transfer Intermediates
  作者：John B. Miller、James R. Salvador

  DOI：10.1021/jo015896k

  日期：2002.1.1

  impossible. Nonpolar reaction conditions were employed which made classical and nonclassical carbocation S(N)1 reaction pathways unlikely. The reaction rates were measured. Trapping experiments indicated that free radical reactions were uninvolved in the substitution product formation. A novel, photoinduced electron-transfer reaction mechanism involving a charge-transfer intermediate is proposed to explain

  卤代烷烃（1-负载金刚烷，1-卤代降冰片烷，甲基氯）与同源系列的胺或醇（甲胺，2-甲基-2-氨基丙烷，甲醇或2-甲基-2-丙醇）的光诱导取代反应研究了相应的烷烃取代的胺或醚和HCl的形成。桥头碳的几何形状使得不可能进行S（N）2反应。采用非极性反应条件，这使得经典和非经典碳正离子S（N）1反应路径变得不可能。测量反应速率。诱捕实验表明自由基反应不参与取代产物的形成。提出了一种新的，涉及电荷转移中间体的光诱导电子转移反应机理，以解释观察到的仲胺和醚的产生。测量了激发波长依赖性（作用光谱），发现其与电荷转移配合物的紫外吸收光谱相当。研究了反应机理的立体化学意义。（1R，2S，5R）-薄荷醇的甲基醚的形成是在（1R，2S，5R）-薄荷基氯和甲醇之间的光反应中观察到的唯一有机反应产物。
• PAI-1 INHIBITOR
  申请人：Yamaguchi Youichi

  公开号：US20090312315A1

  公开（公告）日：2009-12-17

  The compound represented by the following formula (I) and the like have PAI-1 inhibition activity; wherein: R 1 represents a C 6-10 aryl group which may be substituted or the like; T represents a single bond or the like; m represents 0 or 1; when m is 0, G represents —N—C(═O)—CO 2 H or the like; when m is 1, G represents an oxygen atom or the like; R 2 represents a C 6-10 aryl group which may be substituted or the like; E represents the following formula (II) wherein one of R 31 , R 32 , R 33 and R 34 represents the formula R 1 -T-, each of the other three independently represents a hydrogen atom or the like, and R 35 represents the formula —X—Y′, a hydrogen atom or the like; X represents —CH 2 — or the like; Y′ represents a carboxy group or the like; M represents a single bond or the like.

  以下公式（I）表示的化合物及类似化合物具有PAI-1抑制活性；其中：R1代表可能被取代的C6-10芳基或类似基团；T代表单键或类似键；m代表0或1；当m为0时，G代表—N—C(═O)—CO2H或类似基团；当m为1时，G代表氧原子或类似基团；R2代表可能被取代的C6-10芳基或类似基团；E代表以下公式（II），其中R31、R32、R33和R34中的一个代表公式R1-T-，其余三个分别独立地代表氢原子或类似基团，R35代表公式—X—Y′，氢原子或类似基团；X代表—CH2—或类似基团；Y′代表羧基或类似基团；M代表单键或类似键。