N-[(3S)-1-Hydroxy-2-oxo-3-azepanyl]benzamide | 684271-21-4

• 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-[(3S)-1-Hydroxy-2-oxo-3-azepanyl]benzamide
• 英文别名: N-[(3S)-1-hydroxy-2-oxoazepan-3-yl]benzamide
• CAS: 684271-21-4
• 化学式: C₁₃H₁₆N₂O₃
• 分子量: 248.282
• InChiKey: NKUQTJWWRAZBCN-NSHDSACASA-N

物化性质

• 密度：
  1.28±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  69.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (R)-(-)-3-羟基丁酸钠盐 、 (S)-2-(2-hydroxyphenyl)-4,5-dihydrooxazole-4-carboxylic acid 、 N-[(3S)-1-Hydroxy-2-oxo-3-azepanyl]benzamide 、 (S)-2-(1-Biphenyl-4-yl-1-methyl-ethoxycarbonylamino)-6-[(2,4-dimethoxy-benzyloxy)-(2-nitro-benzenesulfonyl)-amino]-hexanoic acid 、 alkaline earth salt of/the/ methylsulfuric acid 生成 exochelin 772SM(S)
  参考文献：
  名称：

  Solid-phase synthesis of methyl carboxymycobactin T 7 and analogues as potential antimycobacterial agents

  摘要：

  A solid-phase approach for the total synthesis of methyl carboxymycobactins 1a-d, with an on-resin cyclization leading to azopine 5 as the key step, was developed. The iron-affinity of these compounds was assessed by a competitive sulfoxine-binding assay, and antimycobacterial activity was tested against the growth of Mycobacterium avium. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00473-6
• 作为产物：
  描述：

  L-6-羟基正亮氨酸 在 苄基三甲基氢氧化铵 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 4.5h， 生成 N-[(3S)-1-Hydroxy-2-oxo-3-azepanyl]benzamide
  参考文献：
  名称：

  Solid-phase synthesis of methyl carboxymycobactin T 7 and analogues as potential antimycobacterial agents

  摘要：

  A solid-phase approach for the total synthesis of methyl carboxymycobactins 1a-d, with an on-resin cyclization leading to azopine 5 as the key step, was developed. The iron-affinity of these compounds was assessed by a competitive sulfoxine-binding assay, and antimycobacterial activity was tested against the growth of Mycobacterium avium. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00473-6

文献信息

• Solid-phase synthesis of methyl carboxymycobactin T 7 and analogues as potential antimycobacterial agents
  作者：Amruta R. Poreddy、Otto F. Schall、Garland R. Marshall、Colin Ratledge、Urszula Slomczynska

  DOI：10.1016/s0960-894x(03)00473-6

  日期：2003.8

  A solid-phase approach for the total synthesis of methyl carboxymycobactins 1a-d, with an on-resin cyclization leading to azopine 5 as the key step, was developed. The iron-affinity of these compounds was assessed by a competitive sulfoxine-binding assay, and antimycobacterial activity was tested against the growth of Mycobacterium avium. (C) 2003 Elsevier Ltd. All rights reserved.