5,6,7,8-tetrahydronaphthalen-2-yl methanesulfonate

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: 5,6,7,8-tetrahydronaphthalen-2-yl methanesulfonate
• 英文别名: 5,6,7,8-tetrahydronaphth-2-methanesulfonate
• 化学式: C₁₁H₁₄O₃S
• 分子量: 226.296
• InChiKey: ITAUCVSZDIXIHW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  51.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  异丁酰胺 、 5,6,7,8-tetrahydronaphthalen-2-yl methanesulfonate 在 2-二叔丁基膦-2′,4′,6′-三异丙基-3,6-二甲氧基-1,1′-联苯 、 水 、 palladium diacetate 、 caesium carbonate 作用下， 以 叔丁醇 为溶剂， 反应 2.0h， 以97%的产率得到N-(5,6,7,8-tetrahydronaphthalen-2-yl)isobutyramide
  参考文献：
  名称：

  Pd-Catalyzed Cross-Coupling Reactions of Amides and Aryl Mesylates

  摘要：

  A catalyst, based on a biarylphosphine ligand, for the Pd-catalyzed cross-coupling reactions of amides and aryl mesylates is described. This system allows an array of aryl and heteroaryl mesylates to be transformed into the corresponding N-aryl amides in moderate to excellent yields.

  DOI：

  10.1021/ol100720x
• 作为产物：
  描述：

  5,6,7,8-四氢-2-萘酚 、 甲基磺酰氯 在 吡啶 作用下， 以99%的产率得到5,6,7,8-tetrahydronaphthalen-2-yl methanesulfonate
  参考文献：
  名称：

  Estrone sulfonates as inhibitors of estrone sulfatase

  摘要：

  In our continuing quest to design efficient inhibitors of estrone sulfatase activity and to assess the recognition of estrone sulfate surrogates by estrone sulfatase, we synthesized and evaluated several sulfonate derivatives of 5,6,7,8-tetrahydronaphth-2-ol and estrone. 5,6,7, 8-Tetrahydronaphth-2-methanesulfonate (II), and 5,6,7, 8-tetra-hydronaphth-2-(p-toluene)sulfonate (12) were found not to inhibit estrone sulfatase activity; estrone-3-methane-sulfonate (5), estrone-3-ethanesulfonate (6), estrone-3-butanesulfonate (7), and estrone-3-[(+)10-camphor]sulfonate (8) all weakly inhibited estrone sulfatase, and the best inhibitor from this class of compounds, was estrone-3-(p-toluene)sulfonate (9). At 10 mu M, it inhibited estrone sulfatase activity by 91%. These results emphasize some of the requirements needed for high-affinity binding to the enzyme. (C) 1997 by Elsevier Science Inc.

  DOI：

  10.1016/s0039-128x(96)00243-7

文献信息

• Stille Cross-Coupling Reactions of Aryl Mesylates and Tosylates Using a Biarylphosphine Based Catalyst System
  作者：Stephen L. Buchwald、John R. Naber、Brett P. Fors、Xiaoxing Wu、Jonathon T. Gunn

  DOI：10.3987/com-09-s(s)105

  日期：——

  A catalyst system for the Stille cross-coupling reactions of aryl mesylates and tosylates is reported. Using the combination of Pd(OAc)2, XPhos, and CsF in t-BuOH an array of aryl and heteroaryl sulfonates were successfully employed in these reactions. Morever, heteroarylstannanes, such as furyl, thiophenyl, and N-methylpyrrole, which are often prone to decomposition, were efficiently coupled under

  报道了用于甲磺酸芳基酯和甲苯磺酸酯的 Stille 交叉偶联反应的催化剂体系。在 t-BuOH 中使用 Pd(OAc)2、XPhos 和 CsF 的组合，在这些反应中成功地使用了一系列芳基和杂芳基磺酸盐。此外，通常易于分解的杂芳基锡烷，例如呋喃基、噻吩和 N-甲基吡咯，在这些条件下可以有效地偶联。锡烷偶联伙伴上的邻位取代耐受良好；然而，芳基磺酸酯上邻位取代基的存在大大降低了这些反应的效率。
• (IMIDAZOL-1-YL-METHYL)-PYRIDAZINE AS NMDA RECEPTOR BLOCKER
  申请人：F. Hoffmann-La Roche AG

  公开号：EP1506190A1

  公开（公告）日：2005-02-16
• [EN] (IMIDAZOL-1-YL-METHYL)-PYRIDAZINE AS NMDA RECEPTOR BLOCKER<br/>[FR] (IMIDAZOL-1-YL-METHYL)-PYRIDAZINE EN TANT QU'ANTAGONISTE DU RECEPTEUR NMDA
  申请人：HOFFMANN LA ROCHE

  公开号：WO2003097637A1

  公开（公告）日：2003-11-27

  The present invention relates to compounds of formula (I) wherein A is an unsubstituted cyclic group; and R is hydrogen or lower alkyl; and pharmaceutically acceptable acid addition salts thereof. It has been shown that the compounds of formulas IA and IB are good NMDA NR-2B receptor subtype specific blockers. Possible therapeutic indications for these compounds include acute forms of neurodegeneration caused, e.g., by stroke and brain trauma, and chronic forms of neurodegeneration such as Alzheimer's disease, Parkinson's disease, Huntington's disease, ALS(amyotrophic lateral sclerosis) and neurodegeneration associated with bacterial or viral infections and, in addition, depression and chronic and acute pain.