(2'R,3R)-3',6'-dimethoxy-2'-propan-2-ylspiro[2,4-dihydro-1H-naphthalene-3,5'-2H-pyrazine] | 358368-84-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: (2'R,3R)-3',6'-dimethoxy-2'-propan-2-ylspiro[2,4-dihydro-1H-naphthalene-3,5'-2H-pyrazine]
• CAS: 358368-84-0
• 化学式: C₁₈H₂₄N₂O₂
• 分子量: 300.401
• InChiKey: NUVJDIJMLMLHDD-CRAIPNDOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  43.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  甲醇 、 (2'R,3R)-3',6'-dimethoxy-2'-propan-2-ylspiro[2,4-dihydro-1H-naphthalene-3,5'-2H-pyrazine] 以98%的产率得到甲基(2R)-2-氨基-1,2,3,4-四氢-2-粗汽油l烯羧酸酯
  参考文献：
  名称：

  Synthesis of (+)-(R)-methyl 2-aminotetraline-2-carboxylate: the hydroxypinanone method versus the bislactim method

  摘要：

  The methyl ester of 2-aminotetraline-2-carboxylic acid (Atc-OMe), an important residue for modified peptides, could only be synthesized From the Schollkopf bislactim method. the hydroxypinanone method leading, during the second step, to elimination instead of alkyation toward the expected spiro product. The (+)-(R)-Atc-OMe was thus obtained in three steps and 55% overall yield From the (-)-(R)-bislactim derived from D-valine. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00158-6
• 作为产物：
  描述：

  邻羧基苯乙酸 在 lithium aluminium tetrahydride 、 正丁基锂 、 四溴化碳 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 生成 (2'R,3R)-3',6'-dimethoxy-2'-propan-2-ylspiro[2,4-dihydro-1H-naphthalene-3,5'-2H-pyrazine]
  参考文献：
  名称：

  Synthesis of (+)-(R)-methyl 2-aminotetraline-2-carboxylate: the hydroxypinanone method versus the bislactim method

  摘要：

  The methyl ester of 2-aminotetraline-2-carboxylic acid (Atc-OMe), an important residue for modified peptides, could only be synthesized From the Schollkopf bislactim method. the hydroxypinanone method leading, during the second step, to elimination instead of alkyation toward the expected spiro product. The (+)-(R)-Atc-OMe was thus obtained in three steps and 55% overall yield From the (-)-(R)-bislactim derived from D-valine. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00158-6

文献信息

• Synthesis of (+)-(R)-methyl 2-aminotetraline-2-carboxylate: the hydroxypinanone method versus the bislactim method
  作者：Arlette Solladié-Cavallo、Luisa M. Martin-Cabrejas、Giorgio Caravatti、Marc Lang

  DOI：10.1016/s0957-4166(01)00158-6

  日期：2001.5

  The methyl ester of 2-aminotetraline-2-carboxylic acid (Atc-OMe), an important residue for modified peptides, could only be synthesized From the Schollkopf bislactim method. the hydroxypinanone method leading, during the second step, to elimination instead of alkyation toward the expected spiro product. The (+)-(R)-Atc-OMe was thus obtained in three steps and 55% overall yield From the (-)-(R)-bislactim derived from D-valine. (C) 2001 Elsevier Science Ltd. All rights reserved.