1-methyl-2-adamantanone | 26832-19-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-methyl-2-adamantanone
• 英文别名: 1-Methyl-2-adamantanon；Methyladamantanone；1-methyladamantan-2-one
• CAS: 26832-19-9
• 化学式: C₁₁H₁₆O
• 分子量: 164.247
• InChiKey: AYFSZCKUEHBPKM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  4.0
• 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：

  1-methyl-2-adamantanone 在 sodium tetrahydroborate 、 N-溴代丁二酰亚胺(NBS) 、 盐酸羟胺 、 水 、 硝酸 、 苄基三甲基氢氧化铵 、 碳酸氢钠 、 sodium carbonate 、 sodium hydroxide 作用下， 以 1,4-二氧六环 、 甲醇 、 乙醇 、 水 、 叔丁醇 为溶剂， 反应 16.17h， 生成 3-(1-methyl-2-nitro-2-tricyclo[3.3.1.1^3,7]decyl)propanoic acid
  参考文献：
  名称：

  Binding and Proton Blockage by Amantadine Variants of the Influenza M2_WT and M2_S31N Explained

  摘要：

  While aminoadamantanes are well-established inhibitors of the influenza A M2 proton channel, the mechanisms by which they are rendered ineffective against M2(s31N) are unclear. Solid state NMR, isothermal titration calorimetry, electrophysiology, antiviral assays, and molecular dynamics simulations suggest stronger binding interactions for aminoadamantanes to M2(WT). compared to negligible or weak binding to M2s31N. This is due to reshaping of the M2 pore when N31 is present, which, in contrast to wild-type (WT), leads (A) to the loss of the V27 pocket for the adamantyl cage and to a predominant orientation of the ligand's ammonium group toward the N-terminus and (B) to the lack of a helical kink upon ligand binding. The kink, which reduces the tilt of the C-terminal helical domain relative to the bilayer normal, includes the W41 primary gate for proton conductance and may prevent the gate from opening, representing an alternative view for how these drugs prevent proton conductance.

  DOI：

  10.1021/acs.jmedchem.6b01115
• 作为产物：
  描述：

  Sulfuric acid mono-(3-methyl-adamantan-1-yl) ester 在 硫酸 作用下， 生成 1-methyl-2-adamantanone
  参考文献：
  名称：

  Geluk,H.W.; Schlatmann,J.L.M.A., Recueil des Travaux Chimiques des Pays-Bas, 1969, vol. 88, p. 13 - 16

  摘要：

  DOI：

文献信息

• PROCESS FOR THE PREPARATION OF NITRO COMPOUNDS AND METHOD FOR THE REMOVAL OF NITROGEN DIOXIDE
  申请人：Daicel Chemical Industries, Ltd.

  公开号：EP1099684A1

  公开（公告）日：2001-05-16

  In the invented process for producing a nitro compound, an organic substrate and nitrogen dioxide are reacted in the presence of oxygen or are reacted in a molar ratio of nitrogen dioxide to the organic substrate of less than 1 to yield a corresponding nitro compound. The reaction may be performed in the presence of N-hydroxyphthalimide or other imide compounds. Such organic substrates include (a) aliphatic hydrocarbons, (b) alicyclic hydrocarbons, (c) non-aromatic heterocyclic compounds each having a carbon atom on a ring, which carbon atom is bonded to a hydrogen atom, (d) compounds each having a carbon-hydrogen bond at the adjacent position to an aromatic ring, and (e) compounds each having a carbon-hydrogen bond at the adjacent position to a carbonyl group. This process can efficiently nitrate an organic substrate even under relatively mild conditions.

  在制备硝基化合物的发明过程中，有机底物和二氧化氮在氧气存在下反应，或者在二氧化氮与有机底物的摩尔比小于1的情况下反应，以产生相应的硝基化合物。该反应可以在N-羟基邻苯二甲酰亚胺或其他亚酰胺化合物存在下进行。这样的有机底物包括(a) 脂肪烃，(b) 脂环烃，(c) 非芳香杂环化合物，每个环上的碳原子与氢原子相结合，(d) 每个化合物在芳香环旁边位置具有碳氢键，以及(e) 每个化合物在酮基旁边位置具有碳氢键。这个过程可以在相对温和的条件下有效地对有机底物进行硝化。
• Process for preparing organic sulfur acids or salts thereof
  申请人：——

  公开号：US20020161255A1

  公开（公告）日：2002-10-31

  A process for producing organic sulfur acid or a salt thereof of the present invention allows an organic substrate to react with a sulfur oxide in the presence of a metallic compound catalyst and in the absence of N-hydroxy and N-oxo cyclic imide compounds and thereby yields a corresponding organic sulfur acid or a salt thereof. Such organic substrates include, for example, (a) homocyclic or heterocyclic compounds having a methylene group, (b) compounds having a methine carbon atom, (c) compounds having a methyl group or methylene group at the adjacent position to an unsaturated bond, (d) non-aromatic heterocyclic compounds having a carbon-hydrogen bond at the adjacent position to a hetero atom, and (e) straight-chain alkanes. The sulfur oxide includes, for example, sulfur dioxide. This production process can efficiently produce an organic sulfur acid or a salt thereof under mild conditions.

  本发明的有机硫酸或其盐的生产方法允许有机底物在金属化合物催化剂存在下与硫氧化物反应，而无需N-羟基和N-氧代环亚酰胺化合物，并因此产生相应的有机硫酸或其盐。这样的有机底物包括，例如，(a) 具有亚甲基基团的同环或异环化合物，(b) 具有亚甲基碳原子的化合物，(c) 在不饱和键相邻位置具有甲基基团或亚甲基基团的化合物，(d) 具有相邻位置至杂原子处的碳氢键的非芳香杂环化合物，以及(e) 直链烷烃。硫氧化物包括，例如，二氧化硫。这种生产方法可以在温和条件下高效地生产有机硫酸或其盐。
• 3,7-disubstituted bicyclo[3.3.1]nonanes—III
  作者：J.A. Peters、J.M. Van Der Toorn、H. Van Bekkum

  DOI：10.1016/0040-4020(75)80226-2

  日期：1975.1

  The conformation of bicyclo[3.3.1]nonane-3α,7α-dicarboxylic acid and its dimethyl ester has been studied by comparing 1H NMR and 13C NMR spectra of these compounds with those of some model 3,7-disubstituted bicyclo[3.3.1]nonanes, fixed in a single conformation by the use of adamantane as an integrated holding group or by means of suitable substitution. It is shown that the dicarboxylic acid and its

  通过比较这些化合物的1 H NMR和13 C NMR谱图与某些模型的3,7-二取代双环[3.3]谱图，研究了双环[3.3.1]壬烷-3α，7α-二羧酸及其二甲酯的构象。.1]壬烷，通过使用金刚烷作为一个整体的保留基团或通过适当的取代固定在一个构象中。结果表明，二羧酸及其二甲基酯主要以两个快速相互转化（相同）的椅形结构存在，并且环明显扁平。双人船构型的人口似乎很少。
• First Synthesis and Reactivities of Isolable Dithiiranes and Their 1-Oxides
  作者：Akihiko Ishii、Toru Akazawa、Meng-Xin Ding、Takanari Honjo、Teruo Maruta、Shin-ya Nakamura、Hidenori Nagaya、Miho Ogura、Katsuhiko Teramoto、Motoo Shiro、Masamatsu Hoshino、Juzo Nakayama

  DOI：10.1246/bcsj.70.509

  日期：1997.3

  2KHSO5·KHSO4·K2SO4 gave the first isolable dithiirane oxide, (1RS, 3SR)-3-phenyl-3-(1,1,3,3-tetramethyl-4-oxo-4-phenylbutyl)dithiirane 1-oxide (1), while the 6-endo-oxide of 2 gave both 1 and its (1RS, 3RS)-isomer 10. Under similar reaction conditions, 2 yielded the first isolable, unoxidized dithiirane, 3-phenyl-3-(1,1,3,3-tetramethyl-4-oxo-4-phenylbutyl)dithiirane (3). The dithiirane 3 was also obtained

  2,2,4,4-四甲基-1,5-二苯基-6,7-二硫杂双环[3.1.1]庚烷 (2) 的 6-外-氧化物与 2KHSO5·KHSO4·K2SO4 反应得到第一个可分离的dithiirane oxide, (1RS, 3SR)-3-phenyl-3-(1,1,3,3-tetramethyl-4-oxo-4-phenylbutyl)dithiirane 1-oxide (1)，而 6-endo-oxide 2 得到 1 及其 (1RS, 3RS)-异构体 10。在相似的反应条件下，2 得到第一个可分离的、未氧化的二噻烷，3-苯基-3-(1,1,3,3-四甲基-4-氧代- 4-苯基丁基）二硫杂环丙烷（3）。也通过用 NaOCl-NaClO4 处理 2 获得了二硫杂环丙烷 3。对 1、3 和 10 进行了 X 射线结构分析。 不对称 8,8-二甲基-1,9-二苯基-10,11-二硫三环[7.1.1
• Photoresist composition
  申请人：Kamabuchi Akira

  公开号：US10377692B2

  公开（公告）日：2019-08-13

  A photoresist composition comprising a resin which comprises a structural unit derived from a compound having an acid-labile group and which is insoluble or poorly soluble in an alkali aqueous solution but becomes soluble in an alkali aqueous solution by the action of an acid, an acid generator and a compound represented by the formula (I′): wherein R51, R52, R53 and R54 independently each represent a C1-C8 alkyl group, and A11 represents a C3-C36 divalent saturated cyclic hydrocarbon group which can contain one or more heteroatoms and which have one or more substituents or a C6-C20 divalent aromatic hydrocarbon group which can contain one or more heteroatoms and which have one or more substituents.

  一种光阻组合物，包括以下成分：由含有酸敏感基团的化合物衍生的结构单元构成的树脂，该树脂在碱性水溶液中不溶或溶解性差，但在酸的作用下变得可溶于碱性水溶液；酸发生剂；以及由下式（I'）表示的化合物：其中，R51、R52、R53和R54各自独立地表示C1-C8烷基；A11表示一个C3-C36的二价饱和环烃基，该基团可以含有一个或多个杂原子，并且可以具有一个或多个取代基，或者表示一个C6-C20的二价芳香族烃基，该基团可以含有一个或多个杂原子，并且可以具有一个或多个取代基。