methyl (3S)-N-phenylcarbamoyl-1,2,3,4-tetrahydroisoquinoline-3-carboxylate | 929207-33-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: methyl (3S)-N-phenylcarbamoyl-1,2,3,4-tetrahydroisoquinoline-3-carboxylate
• 英文别名: methyl (3S)-2-(phenylcarbamoyl)-3,4-dihydro-1H-isoquinoline-3-carboxylate
• CAS: 929207-33-0
• 化学式: C₁₈H₁₈N₂O₃
• 分子量: 310.353
• InChiKey: LBEJDPUHTSVAQU-INIZCTEOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  58.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl (3S)-N-phenylcarbamoyl-1,2,3,4-tetrahydroisoquinoline-3-carboxylate 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 生成 (10aS)-2-phenyl-10,10a-dihydroimidazo[1,5-b]isoquinoline-1,3(2H,5H)-dione
  参考文献：
  名称：

  Optimized synthesis of tetrahydroisoquinoline-hydantoins

  摘要：

  Several methods have been developed and compared for the solution synthesis of tetrahydroisoquinoline-hydantoin (Tichydantoin) derivatives. Starting materials were Tic-OH and amines readily available from commercial sources. The best yields were observed when the imidazolidine-2,4-dione ring was synthesized in two steps: (1) reaction of Tic-OH with the appropriate amine and (2) cyclization with 1,1'-carbonyldiimidazole. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.07.112
• 作为产物：
  描述：

  N-叔丁氧羰基-(S)-1,2,3,4-四氢异喹啉-3-羧酸 在 caesium carbonate 、 三氟乙酸 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 25.42h， 生成 methyl (3S)-N-phenylcarbamoyl-1,2,3,4-tetrahydroisoquinoline-3-carboxylate
  参考文献：
  名称：

  Optimized synthesis of tetrahydroisoquinoline-hydantoins

  摘要：

  Several methods have been developed and compared for the solution synthesis of tetrahydroisoquinoline-hydantoin (Tichydantoin) derivatives. Starting materials were Tic-OH and amines readily available from commercial sources. The best yields were observed when the imidazolidine-2,4-dione ring was synthesized in two steps: (1) reaction of Tic-OH with the appropriate amine and (2) cyclization with 1,1'-carbonyldiimidazole. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.07.112

文献信息

• Jansa, Petr; Wsol, Vladimir; Bertolasi, Valerio, Heterocycles, 2006, vol. 68, # 12, p. 2527 - 2547
  作者：Jansa, Petr、Wsol, Vladimir、Bertolasi, Valerio、Machacek, Vladimir

  DOI：——

  日期：——
• Optimized synthesis of tetrahydroisoquinoline-hydantoins
  作者：Julie Charton、Amaury Cazenave Gassiot、Patricia Melnyk、Sophie Girault-Mizzi、Christian Sergheraert

  DOI：10.1016/j.tetlet.2004.07.112

  日期：2004.9

  Several methods have been developed and compared for the solution synthesis of tetrahydroisoquinoline-hydantoin (Tichydantoin) derivatives. Starting materials were Tic-OH and amines readily available from commercial sources. The best yields were observed when the imidazolidine-2,4-dione ring was synthesized in two steps: (1) reaction of Tic-OH with the appropriate amine and (2) cyclization with 1,1'-carbonyldiimidazole. (C) 2004 Elsevier Ltd. All rights reserved.