1,2-bis((3-oxobutyloxy)methyl)benzene | 166587-56-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1,2-bis((3-oxobutyloxy)methyl)benzene
• CAS: 166587-56-0
• 化学式: C₁₆H₂₂O₄
• 分子量: 278.348
• InChiKey: SYEWXIRRUXZPKD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.68
• 重原子数：
  20.0
• 可旋转键数：
  10.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  52.6
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  1,2-bis((3-oxobutyloxy)methyl)benzene 在 N-甲基吗啉 、 4-二甲氨基吡啶 、 4 A molecular sieve 作用下， 以 二氯甲烷 为溶剂， 反应 1.5h， 生成 1-[(4S)-2-methyl-2-[2-[[2-[2-[(4S)-2-methyl-4-propan-2-yl-3-prop-2-enoyl-1,3-oxazolidin-2-yl]ethoxymethyl]phenyl]methoxy]ethyl]-4-propan-2-yl-1,3-oxazolidin-3-yl]prop-2-en-1-one
  参考文献：
  名称：

  Control of Dispersity and Stereochemistry in Free Radical Telomerizations: A Radical Addition, Cyclization, Chain Transfer (ACT) Strategy

  摘要：

  A general strategy for the stereoselective preparation of n = 2 telomers displaying narrow dispersity is reported. Covalent assemblies composed of a rigid base compound, flexible tethers, and oxazolidine acrylamide monomers were reacted under free radical conditions to afford macrocyclic precursors to the targeted telomers through an addition, cyclization, chain transfer (ACT) sequence. Subsequent hydrolysis and esterification afforded the desired products with excellent stereoselectivity and teloselectivity. Systematic variation of system components (the rigid base compound, the functionality linking base compound to the tethers, the Length of the tethers, the configuration at the site of oxazolidine attachment, and the auxiliary blocking group) allowed for identification of the structural elements necessary for successful implementation. It was found that each of these variables had a marked influence on the performance of the covalent assembly.

  DOI：

  10.1021/ja00101a049
• 作为产物：
  描述：

  1,2-二(溴甲基)苯 在 二甲基硫 、 四丁基碘化铵 、 sodium hydride 、 臭氧 作用下， 反应 9.67h， 生成 1,2-bis((3-oxobutyloxy)methyl)benzene
  参考文献：
  名称：

  Control of Dispersity and Stereochemistry in Free Radical Telomerizations: A Radical Addition, Cyclization, Chain Transfer (ACT) Strategy

  摘要：

  A general strategy for the stereoselective preparation of n = 2 telomers displaying narrow dispersity is reported. Covalent assemblies composed of a rigid base compound, flexible tethers, and oxazolidine acrylamide monomers were reacted under free radical conditions to afford macrocyclic precursors to the targeted telomers through an addition, cyclization, chain transfer (ACT) sequence. Subsequent hydrolysis and esterification afforded the desired products with excellent stereoselectivity and teloselectivity. Systematic variation of system components (the rigid base compound, the functionality linking base compound to the tethers, the Length of the tethers, the configuration at the site of oxazolidine attachment, and the auxiliary blocking group) allowed for identification of the structural elements necessary for successful implementation. It was found that each of these variables had a marked influence on the performance of the covalent assembly.

  DOI：

  10.1021/ja00101a049