N-Fmoc-N,N'-bis-Boc-7-guanyl-1,2,3,4-tetrahydro-3-isoquinolinecarboxylic acid | 349151-64-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: N-Fmoc-N,N'-bis-Boc-7-guanyl-1,2,3,4-tetrahydro-3-isoquinolinecarboxylic acid
• 英文别名: Fmoc-7-N,N'-bis-Boc-7-guanyl-Tic-OH；GTIC；(3S)-7-[bis[(2-methylpropan-2-yl)oxycarbonylamino]methylideneamino]-2-(9H-fluoren-9-ylmethoxycarbonyl)-3,4-dihydro-1H-isoquinoline-3-carboxylic acid
• CAS: 349151-64-0
• 化学式: C₃₆H₄₀N₄O₈
• 分子量: 656.736
• InChiKey: MLKFWNXZAUNPOH-LJAQVGFWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.1
• 重原子数：
  48
• 可旋转键数：
  11
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  156
• 氢给体数：
  3
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  N-Fmoc-N,N'-bis-Boc-7-guanyl-1,2,3,4-tetrahydro-3-isoquinolinecarboxylic acid 在 1-羟基-1H-苯并三唑铵盐 、 N,N'-二环己基碳二亚胺 作用下， 生成 Fmoc-GTIC-NH2
  参考文献：
  名称：

  A convenient synthesis of N-Fmoc-N,N′-bis-Boc-7-guanyl-1,2,3,4-tetrahydro-isoquinoline-3-carboxylic acid (Fmoc-N,N′-bis-Boc-7-guanyl-Tic-OH, GTIC)

  摘要：

  Fmoc-N,N'-Bis-Boc-7-guanyl-Tic-OH (GTIC), a conformationally constrained amino acid with basic properties, has been synthesized in four steps. This amino acid can be incorporated into peptides using standard Fmoc solid phase synthesis, and to test its potential for biological activity applications, we prepared an analog of H-Dmt-Tic-NH2. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00491-9
• 作为产物：
  描述：

  (S)-(-)-1,2,3,4-四氢异喹啉-3-羧酸 在 palladium on activated charcoal TEA 、 硫酸 、 氢气 、 硝酸 、 sodium carbonate 、 mercury dichloride 作用下， 以 1,4-二氧六环 、 甲醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 10.5h， 生成 N-Fmoc-N,N'-bis-Boc-7-guanyl-1,2,3,4-tetrahydro-3-isoquinolinecarboxylic acid
  参考文献：
  名称：

  A convenient synthesis of N-Fmoc-N,N′-bis-Boc-7-guanyl-1,2,3,4-tetrahydro-isoquinoline-3-carboxylic acid (Fmoc-N,N′-bis-Boc-7-guanyl-Tic-OH, GTIC)

  摘要：

  Fmoc-N,N'-Bis-Boc-7-guanyl-Tic-OH (GTIC), a conformationally constrained amino acid with basic properties, has been synthesized in four steps. This amino acid can be incorporated into peptides using standard Fmoc solid phase synthesis, and to test its potential for biological activity applications, we prepared an analog of H-Dmt-Tic-NH2. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00491-9

文献信息

• A convenient synthesis of N-Fmoc-N,N′-bis-Boc-7-guanyl-1,2,3,4-tetrahydro-isoquinoline-3-carboxylic acid (Fmoc-N,N′-bis-Boc-7-guanyl-Tic-OH, GTIC)
  作者：Vincenzo Santagada、Ferdinando Fiorino、Beatrice Severino、Severo Salvadori、Lawrence H Lazarus、Sharon D Bryant、Giuseppe Caliendo

  DOI：10.1016/s0040-4039(01)00491-9

  日期：2001.5

  Fmoc-N,N'-Bis-Boc-7-guanyl-Tic-OH (GTIC), a conformationally constrained amino acid with basic properties, has been synthesized in four steps. This amino acid can be incorporated into peptides using standard Fmoc solid phase synthesis, and to test its potential for biological activity applications, we prepared an analog of H-Dmt-Tic-NH2. (C) 2001 Elsevier Science Ltd. All rights reserved.