lasalocid 2-naphthylmethyl ester | 1123683-88-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: lasalocid 2-naphthylmethyl ester
• 英文别名: NAFB；naphthalen-2-ylmethyl 6-[(3R,4S,5S,7R)-7-[(2S,3S,5S)-5-ethyl-5-[(2R,5R,6S)-5-ethyl-5-hydroxy-6-methyloxan-2-yl]-3-methyloxolan-2-yl]-4-hydroxy-3,5-dimethyl-6-oxononyl]-2-hydroxy-3-methylbenzoate
• CAS: 1123683-88-4
• 化学式: C₄₅H₆₂O₈
• 分子量: 730.982
• InChiKey: XSOCYGPWNFUFIS-OFOKQMSSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.5
• 重原子数：
  53
• 可旋转键数：
  16
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  123
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  2-溴甲基萘 、 拉沙洛西 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 甲苯 为溶剂， 反应 5.0h， 以55%的产率得到lasalocid 2-naphthylmethyl ester
  参考文献：
  名称：

  Structural and spectroscopic studies of a new 2-naphthylmethyl ester of lasalocid acid

  摘要：

  A new lasalocid 2-naphthylmethyl ester (NAFB) has been synthesised and studied by X-ray, H-1 NMR, C-13 NMR, FT-IR, UV-vis, fluorescence-spectroscopy as well as by the PM5 semiempirical method. The crystals of NAFB are monoclinic, space group P2(1) with a = 10.120(2) angstrom, b = 18.245(3) angstrom, c = 12.354(3) angstrom, beta = 109.65(3)degrees and Z = 2. The molecular conformation of NAFB in the solid state is stabilized by three intramolecular hydrogen bonds, and no intermolecular H-bonds are formed. The FT-IR spectrum of NAFB in chloroform indicates equilibrium between two NAFB conformers. In the first conformer the keto group forms an intramolecular hydrogen bond, while in the second one this group is not involved in any hydrogen bonds. The two structures of NAFB are calculated by the PM5 method and discussed in detail. (C) 2008 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2008.07.024