(S)-2,6-Bis-tert-butoxycarbonylamino-5-oxo-hexanoic acid methyl ester | 688362-02-9

• 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: (S)-2,6-Bis-tert-butoxycarbonylamino-5-oxo-hexanoic acid methyl ester
• 英文别名: methyl (2S)-2,6-bis[(2-methylpropan-2-yl)oxycarbonylamino]-5-oxohexanoate
• CAS: 688362-02-9
• 化学式: C₁₇H₃₀N₂O₇
• 分子量: 374.434
• InChiKey: ZEQLNEFBRHIUIK-LBPRGKRZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  26
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  120
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (S)-2,6-Bis-tert-butoxycarbonylamino-5-oxo-hexanoic acid methyl ester 在 盐酸 作用下， 以 乙酸乙酯 为溶剂， 反应 5.0h， 生成 (S)-2,6-Diamino-5-oxo-hexanoic acid methyl ester
  参考文献：
  名称：

  Synthesis of l-aminohomohistidine (l-Ahh)

  摘要：

  A short Synthesis Of L-aminohomohistidine (L-Ahh) is described, which starts from readily available delta-hydroxy-L-lysine. The embedding of the basic guanidino Moiety in the aromatic imidazole lowers the basicity of the side chain to a pK(a), of 8.3. It is proposed that L-Ahh may be employed as an arginine-mimetic in medicinal chemistry. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.02.027
• 作为产物：
  描述：

  methyl (2S,5S)-2,6-bis((tert-butoxycarbonyl)amino)-5-hydroxyhexanoate 在 草酰氯 、 二甲基亚砜 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以72%的产率得到(S)-2,6-Bis-tert-butoxycarbonylamino-5-oxo-hexanoic acid methyl ester
  参考文献：
  名称：

  Synthesis of l-aminohomohistidine (l-Ahh)

  摘要：

  A short Synthesis Of L-aminohomohistidine (L-Ahh) is described, which starts from readily available delta-hydroxy-L-lysine. The embedding of the basic guanidino Moiety in the aromatic imidazole lowers the basicity of the side chain to a pK(a), of 8.3. It is proposed that L-Ahh may be employed as an arginine-mimetic in medicinal chemistry. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.02.027

文献信息

• Synthesis of l-aminohomohistidine (l-Ahh)
  作者：Manuel Friedel、Thomas Lindel

  DOI：10.1016/j.tetlet.2004.02.027

  日期：2004.3

  A short Synthesis Of L-aminohomohistidine (L-Ahh) is described, which starts from readily available delta-hydroxy-L-lysine. The embedding of the basic guanidino Moiety in the aromatic imidazole lowers the basicity of the side chain to a pK(a), of 8.3. It is proposed that L-Ahh may be employed as an arginine-mimetic in medicinal chemistry. (C) 2004 Elsevier Ltd. All rights reserved.