1,8,15,22-Tetraoxacyclooctacosane-2,9,16,23-tetrone | 66044-48-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 大环内酯类和类似物
• 英文名称: 1,8,15,22-Tetraoxacyclooctacosane-2,9,16,23-tetrone
• CAS: 66044-48-2
• 化学式: C₂₄H₄₀O₈
• 分子量: 456.577
• InChiKey: FXXGVKUKAXTVHN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  32
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  105
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  6-羟基己酸乙酯 在 VinP₄ polyketide synthase thioesterase domain 作用下， 以 二甲基亚砜 为溶剂， 反应 24.0h， 以49%的产率得到1,8,15-trioxa-cycloheneicosane-2,9,16-trione
  参考文献：
  名称：

  Potent Oligomerization and Macrocyclization Activity of the Thioesterase Domain of Vicenistatin Polyketide Synthase

  摘要：

  The thioesterase domain of the polyketide synthase involved in the biosynthesis of the 20-membered macrolactam antibiotic vicenistatin (VinTE) was found to catalyze oligomerization and macrocyclization of omega-hydroxy fatty acid ethyl esters to afford 17-28-membered macrocyclic lactones. The ring sizes of the macrocycles appear to be limited to the more moderate sizes because of the space limitation of the active site of VinTE. It was also verified that the initially formed linear dimer is first released from the active site of VinTE and then is recognized again by VinTE prior to its transformation to the cyclic dimer.

  DOI：

  10.1055/s-0031-1290385

文献信息

• Polymer-supported synthesis of series of macrocyclic oligoesters
  作者：Manfred Rothe、Michael Zieger

  DOI：10.1016/0040-4039(94)88413-7

  日期：1994.11

  ε-hydroxycaproic acid, resp., were attached to a cross-linked polystyrene by an activated ester bond. In the presence of strong tert. bases cyclo-oligomerization occurred on the resin yielding a series of macrocyclic rings which were isolated with up to 10 ω-hydroxy acid residues and 91 ring atoms.

  ω-羟基十二烷酸和ε-羟基己酸的线性二聚体分别通过活化的酯键连接到交联的聚苯乙烯上。在强叔的存在下。在该树脂上发生碱环低聚反应，产生了一系列大环，这些大环被分离出了多达10个ω-羟基酸残基和91个环原子。
• Dale, Johannes; Schwartz, Jan-Erik, Acta chemica Scandinavica. Series B: Organic chemistry and biochemistry, 1986, vol. 40, # 7, p. 559 - 567
  作者：Dale, Johannes、Schwartz, Jan-Erik

  DOI：——

  日期：——
• DALE J.; SCHWARTZ J. -E., ACTA CHEM. SCAND., 40,(1986) N 7, 559-567
  作者：DALE J.、 SCHWARTZ J. -E.

  DOI：——

  日期：——