Triethyl 1-(formylamino)-5-hydroxy-3-methylene-1,1,5-pentanetricarboxylate | 104572-77-2

• 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: Triethyl 1-(formylamino)-5-hydroxy-3-methylene-1,1,5-pentanetricarboxylate
• 英文别名: Triethyl 1-formamido-5-hydroxy-3-methylidenepentane-1,1,5-tricarboxylate
• CAS: 104572-77-2
• 化学式: C₁₆H₂₅NO₈
• 分子量: 359.376
• InChiKey: WQIUXKYVLXRMOU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  25
• 可旋转键数：
  14
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  128
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  Triethyl 1-(formylamino)-5-hydroxy-3-methylene-1,1,5-pentanetricarboxylate 在 吡啶 、 sodium azide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 30.0h， 生成 Triethyl 5-azido-1-(formylamino)-3-methylen-1,1,5-pentanetricarboxylate
  参考文献：
  名称：

  The lysine pathway as a target for a new genera of synthetic antibacterial antibiotics?

  摘要：

  Unsaturated analogues of diaminopimelic acid have been synthesized. The amino acids were designed so that they would be reversible or irreversible inhibitors of both of the two last enzymes of the lysine pathway. The compounds were tested with meso-diaminopimelate decarboxylase. trans-3,4-Didehydrodiaminopimelic acid (2) was found to be the most potent inhibitor. The antibacterial activities did not correlate with enzyme inhibiting activities. 4-Methylenediaminopimelic acid 4 showed strong antibacterial properties. It is suggested that L,L-diaminopimelate epimerase could be the target enzyme.

  DOI：

  10.1021/jm00156a021
• 作为产物：
  描述：

  diethyl 2-(formylamino)-(2-methyl-2-propenyl)-propanedioate 、 乙醛酸乙酯 生成 Triethyl 1-(formylamino)-5-hydroxy-3-methylene-1,1,5-pentanetricarboxylate
  参考文献：
  名称：

  AGOURIDAS, CONSTANTIN;FAUVEAU, PARTICK;DARNAIS, CHANTAL

  摘要：

  DOI：

文献信息

• Syntheses of protected vinylic amino acids by intermolecular Lewis acid catalyzed ene reactions
  作者：K. Agouridas、J.M. Girodeau、R. Pineau

  DOI：10.1016/s0040-4039(00)98632-5

  日期：1985.1

  Intermolecular ene reaction between ethylglyoxylate and allylic amino acid derivatives gave highly functionalized unsaturated pimelic acids in one step. This synthetic approach appears as a new efficient method for the synthesis of vinylic amino acids.

  乙醛酸乙酯与烯丙基氨基酸衍生物之间的分子间烯反应一步就得到了高度官能化的不饱和庚二酸。这种合成方法似乎是合成乙烯基氨基酸的一种新的有效方法。
• AGOURIDAS, CONSTANTIN;FAUVEAU, PARTICK;DARNAIS, CHANTAL
  作者：AGOURIDAS, CONSTANTIN、FAUVEAU, PARTICK、DARNAIS, CHANTAL

  DOI：——

  日期：——
• AGOURIDAS, CONSTANTIN;DAMAIS, CHANTAL;FAUVEAU, PATRICK
  作者：AGOURIDAS, CONSTANTIN、DAMAIS, CHANTAL、FAUVEAU, PATRICK

  DOI：——

  日期：——
• AGOURIDAS, K.;GIRODEAU, J. M.;PINEAU, R., TETRAHEDRON LETT., 1985, 26, N 26, 3115-3118
  作者：AGOURIDAS, K.、GIRODEAU, J. M.、PINEAU, R.

  DOI：——

  日期：——
• AGOURIDAS, C.;GIRODEAU, J. -M.;PINEAU, R.;LE, GOFFIC, F.
  作者：AGOURIDAS, C.、GIRODEAU, J. -M.、PINEAU, R.、LE, GOFFIC, F.

  DOI：——

  日期：——