methyl 3,4-dihydronaphthalene-1-carboxylate | 70563-82-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: methyl 3,4-dihydronaphthalene-1-carboxylate
• 英文别名: 1-methoxycarbonyl-3,4-dihydronaphthalene；methoxycarbonyl-4 dihydro-1,2 naphtalene；Methyl-3,4-dihydro-1-naphthoat；3,4-dihydro-[1]naphthoic acid methyl ester；3,4-Dihydro-[1]naphthoesaeure-methylester；1-carbomethoxy-3,4-dihydronaphthalene
• CAS: 70563-82-5
• 化学式: C₁₂H₁₂O₂
• 分子量: 188.226
• InChiKey: NHAHDUVUAJBAKH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  methyl 3,4-dihydronaphthalene-1-carboxylate 在 potassium methanolate 、 三乙胺 作用下， 以 甲醇 、 苯 为溶剂， 反应 12.33h， 生成 1,3-diphenyl-4,5-dihydro-1H-benzo[g]indazole
  参考文献：
  名称：

  Tshiamala, Kabula; Kitane, Said; Vebrel, Joel, Bulletin des Societes Chimiques Belges, 1986, vol. 95, # 12, p. 1083 - 1098

  摘要：

  DOI：
• 作为产物：
  描述：

  甲基2-氧代-1,2,3,4-四氢-1-粗汽油l烯羧酸酯 在 sodium tetrahydroborate 、 对甲苯磺酸 作用下， 以 甲醇 为溶剂， 反应 11.0h， 生成 methyl 3,4-dihydronaphthalene-1-carboxylate
  参考文献：
  名称：

  Vebrel, Joel; Carrie, Robert, Bulletin de la Societe Chimique de France, 1982, vol. 2, # 5-6, p. 161 - 166

  摘要：

  DOI：

文献信息

• Palladium-Catalyzed Visible-Light-Driven Carboxylation of Aryl and Alkenyl Triflates by Using Photoredox Catalysts
  作者：Katsuya Shimomaki、Tomoya Nakajima、Joaquim Caner、Naoyuki Toriumi、Nobuharu Iwasawa

  DOI：10.1021/acs.orglett.9b01340

  日期：2019.6.21

  A visible-light-driven carboxylation of aryl and alkenyl triflates with CO2 is developed by using a combination of Pd and photoredox catalysts. This reaction proceeds under mild conditions and can be applied to a wide range of substrates including acyclic alkenyl triflates.

  通过使用Pd和光氧化还原催化剂的组合，可见光驱动的芳基和烯基三氟甲磺酸酯与CO 2的羧化反应。该反应在温和的条件下进行，可用于多种底物，包括无环烯基三氟甲磺酸酯。
• Organotin compounds
  作者：Julio C. Podestá、Alicia D. Ayala、Alicia B. Chopa、Nelda N. Giagante

  DOI：10.1016/0022-328x(89)85329-x

  日期：1989.3

  (V) with triorganotin hydrides, R3SnH (R = Me, n-Bu, Ph) gives the energetically unfavourable cis products, 2-triorganostannyl-1,2,3,4-tetrahydronaphthalene-1-car☐ylate (II), 1-triorganostannyl-1,2,3,4-tetrahydronaphthalene-2-car☐ylate (IV), and 3-triorganostannyl-1,2,3,4-tetrahydronaphthalene-2-car☐ylate (VI) in high yields, via a trans addition of the tin hydrides. The hydride abstractions by the intermediate

  3,4-二氢萘-1-car☐酸酯（I），3,4-二氢萘-2-car☐酸酯（III）和1,4-二氢萘-2-car☐甲酯（ V）和氢化三有机锡，R 3 SnH（R = Me，n-Bu，Ph）产生了在能量上不利的顺式产物，2-triorganostannyl-1,1,2,3,4-tetrahydronaphthalene-1-car☐ylate（II）， 1-triorganostannyl-1,1,2,3,4-四氢萘-2-car☐ylate（IV）和3-triorganostannyl-1,1,2,3,4-四氢萘-2-car☐ylate（VI）通过反式添加氢化锡。中间体2-，1-，3-三有机锡烷基-1,2,3,4-四氢萘基（分别为XI，XII和XIII）氢化物的提取是立体定向的，并且仅从受阻较小的环侧进行。异构体II，IV和VI的结构是通过（a）将其转化为相应的氯二有机锡烷基衍生物VIII，I
• High-yielding synthesis of 1-carboxamido-3,4-dihydronaphthalenes via palladium-catalyzed aminocarbonylation
  作者：Roland Farkas、Erik A. Molnár、Péter Ács、Attila Takács、László Kollár

  DOI：10.1016/j.tet.2012.11.033

  日期：2013.1

  1-Iodo-3,4-dihydronaphthalene, an iodoalkene substrate obtained from α-tetralon, has been carbonylated in the presence of palladium–phosphine precatalysts. Systematic investigations have revealed that the 1-carboxamido-3,4-dihydronaphthalenes and 1-methoxycarbonyl-3,4-dihydronaphthalene have been formed in exceptionally high isolated yields (up to 96%) in chemospecific reaction. The influence of the

  1-碘3,4-二氢萘，一种从α-四氢萘获得的碘烯烃底物，已在钯-膦预催化剂的存在下被羰基化。系统研究表明，在化学特异性反应中，以极高的分离产率（高达96％）形成了1-羧酰胺基3,4-二氢萘和1-甲氧基羰基-3,4-二氢萘。研究了胺亲核试剂和反应条件（一氧化碳压力，反应温度）对底物反应性的影响。
• Biogenic amine uptake inhibitors
  申请人：Abbott Laboratories

  公开号：US05180733A1

  公开（公告）日：1993-01-19

  Compounds of the formula: ##STR1## or a pharmaceutically acceptable salt thereof, wherein M is 0, 1 or 2 and n is 0 or 1; R.sup.1 is hydrogen or lower alkyl; R.sup.2 is C.sub.1 -C.sub.6 -alkyl substituted with a heterocyclic group or C.sub.7 -C.sub.16 -arylalkyl, wherein the aryl group is unsubstituted or substituted with from one to three non-hydrogen members independently selected from the group consisting of halogen, C.sub.1 -C.sub.6 -alkyl, halo-C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -alkoxy, hydroxy, amino and C.sub.1 -C.sub.6 -alkylamino; R.sup.3, R.sup.4, R.sup.5 and R.sup.6 are independently selected from the group consisting of hydrogen, C.sub.1 -C.sub.6 -alkoxy, C.sub.1 -C.sub.6 -alkyl, halogen, and halo-C.sub.1 -C.sub.6 -alkyl, or any two of R.sup.3, R.sup.4, R.sup.5 and R.sup.6 taken together form a methylenedioxy group; and R.sup.7 is hydrogen or C.sub.1 -C.sub.6 -alkyl. These compounds are useful as inhibitors of the neuronal uptake of biogenic amines and for the treatment of affective disorders, such as, for example, depression.

  该公式化合物为：##STR1##或其药学上可接受的盐，其中M为0、1或2，n为0或1；R.sup.1为氢或较低的烷基；R.sup.2为C.sub.1 -C.sub.6 -烷基，其上取代有杂环基团或C.sub.7 -C.sub.16 -芳基烷基，其中芳基未取代或取代有1至3个非氢成员，独立选择自卤素、C.sub.1 -C.sub.6 -烷基、卤代C.sub.1 -C.sub.6 -烷基、C.sub.1 -C.sub.6 -烷氧基、羟基、氨基和C.sub.1 -C.sub.6 -烷基氨基；R.sup.3、R.sup.4、R.sup.5和R.sup.6分别选自氢、C.sub.1 -C.sub.6 -烷氧基、C.sub.1 -C.sub.6 -烷基、卤素和卤代C.sub.1 -C.sub.6 -烷基的群，或R.sup.3、R.sup.4、R.sup.5和R.sup.6中的任意两个一起形成亚甲二氧基基团；R.sup.7为氢或C.sub.1 -C.sub.6 -烷基。这些化合物可用作生物胺神经元摄取抑制剂，用于治疗情感障碍，例如抑郁症。
• Biogentic amine uptake inhibitors
  申请人：Abbott Laboratories

  公开号：US05248677A1

  公开（公告）日：1993-09-28

  Compounds of the formula: ##STR1## or a pharmaceutically acceptable salt thereof, wherein m is 0, 1 or 2 and n is 0 or 1; R.sup.1 is hydrogen or lower alkyl; R.sup.2 is C.sub.1 -C.sub.6 -alkyl substituted with a heterocyclic group or C.sub.7 -C.sub.16 -arylalkyl, wherein the aryl group is unsubstituted or substituted with from one to three non-hydrogen members independently selected from the group consisting of halogen, C.sub.1 -C.sub.6 -alkyl, halo-C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -alkoxy, hydroxy, amino and C.sub.1 -C.sub.6 -alkylamino; R.sup.3, R.sup.4, R.sup.5 and R.sup.6 are independently selected from the group consisting of hydrogen, C.sub.1 -C.sub.6 -alkoxy, C.sub.1 -C.sub.6 -alkyl, halogen, and halo-C.sub.1 -C.sub.6 -alkyl, or any two of R.sup.3, R.sup.4, R.sup.5 and R.sup.6 taken together form a methylenedioxy group; and R.sup.7 is hydrogen or C.sub.1 -C.sub.6 -alkyl. These compounds are useful as inhibitors of the neuronal uptake of biogenic amines and for the treatment of affective disorders, such as, for example, depression.

  该式化合物为：##STR1## 或其药用可接受的盐，其中m为0、1或2，n为0或1；R.sup.1为氢或较低的烷基；R.sup.2为C.sub.1-C.sub.6-烷基，其上取代有杂环基团或C.sub.7-C.sub.16-芳基烷基，其中芳基未取代或取代有1至3个非氢成员，独立选自卤素、C.sub.1-C.sub.6-烷基、卤代C.sub.1-C.sub.6-烷基、C.sub.1-C.sub.6-氧烷基、羟基、氨基和C.sub.1-C.sub.6-烷基氨基；R.sup.3、R.sup.4、R.sup.5和R.sup.6独立选自氢、C.sub.1-C.sub.6-氧烷基、C.sub.1-C.sub.6-烷基、卤素和卤代C.sub.1-C.sub.6-烷基，或R.sup.3、R.sup.4、R.sup.5和R.sup.6中的任意两个组成亚甲二氧基基团；R.sup.7为氢或C.sub.1-C.sub.6-烷基。这些化合物可用作生物胺神经元摄取抑制剂，用于治疗情感障碍，例如抑郁症。