(S)-2-tert-Butoxycarbonylamino-5-({dimethylamino-[(Z)-toluene-4-sulfonylimino]-methyl}-amino)-pentanoic acid | 232939-95-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (S)-2-tert-Butoxycarbonylamino-5-({dimethylamino-[(Z)-toluene-4-sulfonylimino]-methyl}-amino)-pentanoic acid
• 英文别名: (2S)-5-[[dimethylamino-[(4-methylphenyl)sulfonylamino]methylidene]amino]-2-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoic acid
• CAS: 232939-95-6
• 化学式: C₂₀H₃₂N₄O₆S
• 分子量: 456.563
• InChiKey: ABXHWXWHPKEOAS-INIZCTEOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  31
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  146
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (S)-2-tert-Butoxycarbonylamino-5-({dimethylamino-[(Z)-toluene-4-sulfonylimino]-methyl}-amino)-pentanoic acid 在 potassium carbonate 、 三氟乙酸 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 0.5h， 生成 (S)-5-({Dimethylamino-[(Z)-toluene-4-sulfonylimino]-methyl}-amino)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-pentanoic acid
  参考文献：
  名称：

  A highly effective method for synthesis of Nω-substituted arginines as building blocks for Boc/Fmoc peptide chemistry

  摘要：

  Chemically and optically pure N-omega-substituted arginine derivatives were prepared with high yields in two steps, starting fiom N-alpha-protected ornithine and ArSO2N=C(SMe)(2). The compounds were applied to solid phase peptide synthesis using Boc as well as Fmoc chemistries. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00767-4
• 作为产物：
  描述：

  Sodium; (S)-5-amino-2-tert-butoxycarbonylamino-pentanoate 在 Celite 、 silver nitrate 作用下， 以 四氢呋喃 、 水 、 乙腈 为溶剂， 反应 4.0h， 生成 (S)-2-tert-Butoxycarbonylamino-5-({dimethylamino-[(Z)-toluene-4-sulfonylimino]-methyl}-amino)-pentanoic acid
  参考文献：
  名称：

  A highly effective method for synthesis of Nω-substituted arginines as building blocks for Boc/Fmoc peptide chemistry

  摘要：

  Chemically and optically pure N-omega-substituted arginine derivatives were prepared with high yields in two steps, starting fiom N-alpha-protected ornithine and ArSO2N=C(SMe)(2). The compounds were applied to solid phase peptide synthesis using Boc as well as Fmoc chemistries. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00767-4