tert-butyl N-[4-[[(3S)-1,2,3,4-tetrahydroisoquinoline-3-carbonyl]amino]butyl]carbamate | 1027249-00-8

• 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: tert-butyl N-[4-[[(3S)-1,2,3,4-tetrahydroisoquinoline-3-carbonyl]amino]butyl]carbamate
• CAS: 1027249-00-8
• 化学式: C₁₉H₂₉N₃O₃
• 分子量: 347.458
• InChiKey: MPRGIFATRMETPG-INIZCTEOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  25
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  79.5
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N,N'-羰基二咪唑 、 tert-butyl N-[4-[[(3S)-1,2,3,4-tetrahydroisoquinoline-3-carbonyl]amino]butyl]carbamate 在 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 为溶剂， 生成 tert-butyl N-[4-[(10aS)-1,3-dioxo-10,10a-dihydro-5H-imidazo[1,5-b]isoquinolin-2-yl]butyl]carbamate
  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：

  (S)-(-)-1,2,3,4-四氢异喹啉-3-羧酸 在 sodium hydroxide 、 三氯化磷 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 水 为溶剂， 反应 39.0h， 生成 tert-butyl N-[4-[[(3S)-1,2,3,4-tetrahydroisoquinoline-3-carbonyl]amino]butyl]carbamate
  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

• 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.