dodecyl 3-(3-formyl-2-hydroxybenzoylamino)-2-{[(S)-3-methyl-2,3-dihydrobenzofuran-7-carbonyl]amino}benzoate | 916485-46-6

• 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: dodecyl 3-(3-formyl-2-hydroxybenzoylamino)-2-{[(S)-3-methyl-2,3-dihydrobenzofuran-7-carbonyl]amino}benzoate
• CAS: 916485-46-6
• 化学式: C₃₇H₄₄N₂O₇
• 分子量: 628.766
• InChiKey: CRRCHZOAKSLEQR-RUZDIDTESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.28
• 重原子数：
  46.0
• 可旋转键数：
  17.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  131.03
• 氢给体数：
  3.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  nickel diacetate 、 dodecyl 3-(3-formyl-2-hydroxybenzoylamino)-2-{[(S)-3-methyl-2,3-dihydrobenzofuran-7-carbonyl]amino}benzoate 、 (1R,2R)-1,2-diaminocyclohexane 以 not given 为溶剂， 以93%的产率得到
  参考文献：
  名称：

  trans-Cyclohexane-1,2-diamine Is a Weak Director of Absolute Helicity in Chiral Nickel−Salen Complexes

  摘要：

  The interconversion between helical diastereomers of nickel-salen-based foldamers can be observed on a NMR time scale. Such complexes provide quantitative information about the propensity of different elements of central chirality to control the absolute sense of folding. trans-Cyclohexane-1,2-diamine-a common component of chiral salen catalysts-is a surprisingly weak director of absolute helicity in nickel-salen foldamers. Implications for asymmetric catalysis are discussed.

  DOI：

  10.1021/ja073900p
• 作为产物：
  描述：

  dodecyl 3-[(benzofuran-7-carbonyl)amino]-2-{[(S)-3-methyl-2,3-dihydrobenzofuran-7-carbonyl]amino}benzoate 在 臭氧 作用下， 以40%的产率得到dodecyl 3-(3-formyl-2-hydroxybenzoylamino)-2-{[(S)-3-methyl-2,3-dihydrobenzofuran-7-carbonyl]amino}benzoate
  参考文献：
  名称：

  trans-Cyclohexane-1,2-diamine Is a Weak Director of Absolute Helicity in Chiral Nickel−Salen Complexes

  摘要：

  The interconversion between helical diastereomers of nickel-salen-based foldamers can be observed on a NMR time scale. Such complexes provide quantitative information about the propensity of different elements of central chirality to control the absolute sense of folding. trans-Cyclohexane-1,2-diamine-a common component of chiral salen catalysts-is a surprisingly weak director of absolute helicity in nickel-salen foldamers. Implications for asymmetric catalysis are discussed.

  DOI：

  10.1021/ja073900p

文献信息

• Control of Absolute Helicity in Single-Stranded Abiotic Metallofoldamers
  作者：Zhenzhen Dong、Richard J. Karpowicz、Shi Bai、Glenn P. A. Yap、Joseph M. Fox

  DOI：10.1021/ja065721y

  日期：2006.11.1

  Described is the design, synthesis, and characterization of abiotic, single-stranded metallofoldamers that adopt helical secondary structures upon metal complexation. The absolute helicity is determined by stereocenters at the ends of the structures and is enforced by the steric influence and hydrogen bonding ability of esters in the backbone of the foldamer. Folding of the structures is characterized in the solid state by X-ray crystallography and in solution by specific rotation, CD spectroscopy, and NMR spectroscopy.