N-Fmoc-valienamine | 913069-85-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: N-Fmoc-valienamine
• CAS: 913069-85-9
• 化学式: C₂₂H₂₃NO₆
• 分子量: 397.428
• InChiKey: CCKHDDSRDVZZEB-WOZUAGRISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.91
• 重原子数：
  29.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  119.25
• 氢给体数：
  5.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  N-Fmoc-valienamine 在 2,4,6-三甲基吡啶 作用下， 生成 2-[((1S,4R,5S,6S)-4,5,6-Trihydroxy-3-hydroxymethyl-cyclohex-2-enylamino)-methyl]-benzenesulfonic acid
  参考文献：
  名称：

  Search for α-glucosidase inhibitors: New N-substituted valienamine and conduramine F-1 derivatives

  摘要：

  A solid-phase synthesis of new N-substituted valienamines has been developed and new synthesis of (+/-)-conduramine F-1, (-)-conduramine F-1, and (+)-ent-conduramine F-1 is presented, together with the preparation of N-benzylated conduramines F-1. N-Benzylation of both valienamine and (+)-ent-conduramine F-1 improves their inhibitory activity toward alpha-glucosidases significantly. The additional hydroxymethyl group makes valienamine derivatives more active than their (+)-ent-conduramine F-1 analogues. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.05.080
• 作为产物：
  描述：

  N-(tert-butyloxycarbonyl)-valienamide 在 2,4,6-三甲基吡啶 、 碳酸氢钠 、 1-羟基苯并三唑 、 aminomethylated polystyrene resin 、 N,N'-二异丙基碳二亚胺 作用下， 以 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 2.0h， 生成 N-Fmoc-valienamine
  参考文献：
  名称：

  Search for α-glucosidase inhibitors: New N-substituted valienamine and conduramine F-1 derivatives

  摘要：

  A solid-phase synthesis of new N-substituted valienamines has been developed and new synthesis of (+/-)-conduramine F-1, (-)-conduramine F-1, and (+)-ent-conduramine F-1 is presented, together with the preparation of N-benzylated conduramines F-1. N-Benzylation of both valienamine and (+)-ent-conduramine F-1 improves their inhibitory activity toward alpha-glucosidases significantly. The additional hydroxymethyl group makes valienamine derivatives more active than their (+)-ent-conduramine F-1 analogues. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.05.080