5-[2,3,4-tri-O-allyl-1-O-(3,3-dimethoxypropyl)-β-D-glucopyranos-6-oxy]-methyl-2,2,7,8-tetramethyl-chroman-6-ol | 1276099-72-9

• 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: 5-[2,3,4-tri-O-allyl-1-O-(3,3-dimethoxypropyl)-β-D-glucopyranos-6-oxy]-methyl-2,2,7,8-tetramethyl-chroman-6-ol
• CAS: 1276099-72-9
• 化学式: C₃₄H₅₂O₁₀
• 分子量: 620.781
• InChiKey: YWTIDIPYUJWXQW-VFBKNBMOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.09
• 重原子数：
  44.0
• 可旋转键数：
  19.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  103.3
• 氢给体数：
  1.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  5-[2,3,4-tri-O-allyl-1-O-(3,3-dimethoxypropyl)-β-D-glucopyranos-6-oxy]-methyl-2,2,7,8-tetramethyl-chroman-6-ol 、 3-溴丙烯 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 18.5h， 以72%的产率得到6-O-allyl-5-[2,3,4-tri-O-allyl-1-O-(3,3-dimethoxypropyl)-β-D-glucopyranos-6-oxy]-methyl-2,2,7,8-tetramethyl-chroman-6-ol
  参考文献：
  名称：

  Transformations of chromanol and tocopherol and synthesis of ascorbate conjugates

  摘要：

  alpha-Tocopherol and as a model compound pentamethylchromanol could be transferred into simple and more complex 5a-ether derivatives including galactopyranose as well as ascorbic acid conjugates. Following elaboration of a glucopyranoside spacer element this could be used for tethering the vitamin E and the vitamin C components to give novel conjugates for subsequent biostudies concerning their proposed synergism of antioxidant properties in tissues. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.12.066
• 作为产物：
  描述：

  3,3-dimethoxypropyl-2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside 在 咪唑 、 四丁基氟化铵 、 sodium methylate 、 sodium hydride 、 sodium iodide 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 43.5h， 生成 5-[2,3,4-tri-O-allyl-1-O-(3,3-dimethoxypropyl)-β-D-glucopyranos-6-oxy]-methyl-2,2,7,8-tetramethyl-chroman-6-ol
  参考文献：
  名称：

  Transformations of chromanol and tocopherol and synthesis of ascorbate conjugates

  摘要：

  alpha-Tocopherol and as a model compound pentamethylchromanol could be transferred into simple and more complex 5a-ether derivatives including galactopyranose as well as ascorbic acid conjugates. Following elaboration of a glucopyranoside spacer element this could be used for tethering the vitamin E and the vitamin C components to give novel conjugates for subsequent biostudies concerning their proposed synergism of antioxidant properties in tissues. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.12.066