methyl 7-methoxy-4-oxo-1,2,3,4-tetrahydronaphthalene-2-carboxylate | 651013-73-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: methyl 7-methoxy-4-oxo-1,2,3,4-tetrahydronaphthalene-2-carboxylate
• CAS: 651013-73-9
• 化学式: C₁₃H₁₄O₄
• 分子量: 234.252
• InChiKey: UVZTZJGMPUHRKC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.61
• 重原子数：
  17.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  52.6
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  methyl 7-methoxy-4-oxo-1,2,3,4-tetrahydronaphthalene-2-carboxylate 在 Ru(II)-(1S,2S)-N-p-toluenesulfonyl-1,2-di-Ph-ethylenediamine manganese(IV) oxide 、 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 、 甲醇 、 氯仿 、 丙酮 为溶剂， 反应 52.0h， 生成 (R)-3-(hydroxymethyl)-6-methoxy-1,2,3,4-tetrahydronaphthalen-1-one
  参考文献：
  名称：

  Kinetic resolution of 3-hydroxymethylbenzocycloalkanols by selective asymmetric hydrogen-transfer oxidation

  摘要：

  Kinetic resolution of 3-hydroxymethylbenzocycloalkanols was performed by selective asymmetric hydrogen-transfer oxidation using the Ru(II)-(S,S)-TsDPEN catalyst. Thus, several 3-hydroxymethyl-1-tetralols 7a-d afforded (1R,3R)-3-hydroxymethyl-1-tetralols (1R,3R)-7a-d and (S)-3-hydroxymethyl-1-tetralones (S)-9a-d, and 3-hydroxymethyl-1-indanol 7e gave (1R,3S)3-hydroxymethyl-1-indanol (1R,3S)-7e and (R)-3-hydroxymethyl-1-indanone (R)-9e, with high enantioselectivities. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2003.08.016
• 作为产物：
  描述：

  4-(3-methoxyphenyl)-3-methoxycarbonyl-3-butenoic acid 在 palladium on activated charcoal 氢气 、 三氟乙酸 、 三氟乙酸酐 作用下， 以 甲醇 为溶剂， 反应 11.0h， 生成 methyl 7-methoxy-4-oxo-1,2,3,4-tetrahydronaphthalene-2-carboxylate
  参考文献：
  名称：

  Kinetic resolution of 3-hydroxymethylbenzocycloalkanols by selective asymmetric hydrogen-transfer oxidation

  摘要：

  Kinetic resolution of 3-hydroxymethylbenzocycloalkanols was performed by selective asymmetric hydrogen-transfer oxidation using the Ru(II)-(S,S)-TsDPEN catalyst. Thus, several 3-hydroxymethyl-1-tetralols 7a-d afforded (1R,3R)-3-hydroxymethyl-1-tetralols (1R,3R)-7a-d and (S)-3-hydroxymethyl-1-tetralones (S)-9a-d, and 3-hydroxymethyl-1-indanol 7e gave (1R,3S)3-hydroxymethyl-1-indanol (1R,3S)-7e and (R)-3-hydroxymethyl-1-indanone (R)-9e, with high enantioselectivities. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2003.08.016

文献信息

• Synthesis of substituted tetralones as intermediates of CNS agents via palladium-catalyzed cross-coupling reactions
  作者：María Torrado、Christian F. Masaguer、Enrique Raviña

  DOI：10.1016/j.tetlet.2006.10.154

  日期：2007.1

  A series of substituted tetralones as intermediates of CNS agents has been synthesized via Pd-catalyzed coupling reactions of 3-(methoxycarbonyl)-1,2,3,4-tetrahydro-1-oxonaphthalen-6-yl trifluoromethanesulfonate (5) with a variety of organometallic reagents.

  通过Pd催化的3-（甲氧基羰基）-1,2,3,4-四氢-1-氧萘基-6-基三氟甲磺酸盐（5）的偶联反应合成了一系列取代的四氢萘酮作为CNS试剂的中间体有机金属试剂。