N^α-tert-Butoxycarbonyl-6-cyano-D,L-norleucine tert-butyl ester | 177031-13-9

• 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: N^α-tert-Butoxycarbonyl-6-cyano-D,L-norleucine tert-butyl ester
• 英文别名: Tert-butyl 6-cyano-2-[(2-methylpropan-2-yl)oxycarbonylamino]hexanoate
• CAS: 177031-13-9
• 化学式: C₁₆H₂₈N₂O₄
• 分子量: 312.409
• InChiKey: LNGDLSCXFDXGOA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  22
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  88.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N^α-tert-Butoxycarbonyl-6-cyano-D,L-norleucine tert-butyl ester 在 盐酸 、 羟胺 作用下， 以 1,4-二氧六环 、 乙醇 为溶剂， 反应 30.0h， 生成 N^ω-Hydroxy-D,L-indospicine dihydrochloride
  参考文献：
  名称：

  Synthesis and effects on arginase and nitric oxide synthase of two novel analogues of N^ω-hydroxyarginine, N^ω-hydroxyindospicine and p-hydroxyamidinophenylalanine

  摘要：

  Two novel amino acids, N-omega-hydroxy-D,L-indospicine and p-hydroxyamidino-D,L-phenylalanine, have been synthesized in four steps from tert-butoxycarbonylglycine. Both compounds act as good inhibitors of arginase, N-omega-hydroxyindospicine being one of the best inhibitors of this enzyme known so far (IC50 = 50 mu mol dm(-3)). In contrast, with brain NO synthase the two compounds are almost without effect.

  DOI：

  10.1039/p19960000645
• 作为产物：
  描述：

  5-溴戊腈 在 苄基三乙基氯化铵 、 potassium carbonate 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 N,N-二甲基乙酰胺 为溶剂， 反应 24.0h， 生成 N^α-tert-Butoxycarbonyl-6-cyano-D,L-norleucine tert-butyl ester
  参考文献：
  名称：

  Synthesis and effects on arginase and nitric oxide synthase of two novel analogues of N^ω-hydroxyarginine, N^ω-hydroxyindospicine and p-hydroxyamidinophenylalanine

  摘要：

  Two novel amino acids, N-omega-hydroxy-D,L-indospicine and p-hydroxyamidino-D,L-phenylalanine, have been synthesized in four steps from tert-butoxycarbonylglycine. Both compounds act as good inhibitors of arginase, N-omega-hydroxyindospicine being one of the best inhibitors of this enzyme known so far (IC50 = 50 mu mol dm(-3)). In contrast, with brain NO synthase the two compounds are almost without effect.

  DOI：

  10.1039/p19960000645

文献信息

• Synthesis and effects on arginase and nitric oxide synthase of two novel analogues of N^ω-hydroxyarginine, N^ω-hydroxyindospicine and p-hydroxyamidinophenylalanine
  作者：Sandrine Vadon、Julien Custot、Jean-Luc Boucher、Daniel Mansuy

  DOI：10.1039/p19960000645

  日期：——

  Two novel amino acids, N-omega-hydroxy-D,L-indospicine and p-hydroxyamidino-D,L-phenylalanine, have been synthesized in four steps from tert-butoxycarbonylglycine. Both compounds act as good inhibitors of arginase, N-omega-hydroxyindospicine being one of the best inhibitors of this enzyme known so far (IC50 = 50 mu mol dm(-3)). In contrast, with brain NO synthase the two compounds are almost without effect.