[(2R,3S,4S,5R,6R)-6-[(2S,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 4-phenylbutanoate | 136152-86-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 糖脂
• 英文名称: [(2R,3S,4S,5R,6R)-6-[(2S,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 4-phenylbutanoate
• CAS: 136152-86-8
• 化学式: C₂₂H₃₂O₁₂
• 分子量: 488.489
• InChiKey: WYBUYKROWGLKHD-LUQRLMJOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.82
• 重原子数：
  34.0
• 可旋转键数：
  10.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  195.6
• 氢给体数：
  7.0
• 氢受体数：
  12.0

反应信息

• 作为产物：
  描述：

  1-(5-methyl-2-sulfanylidene-1,3,4-thiadiazol-3-yl)-4-phenylbutan-1-one 、 蔗糖 在 三乙烯二胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.5h， 以43%的产率得到[(2R,3S,4S,5S)-3,4-dihydroxy-5-(hydroxymethyl)-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxolan-2-yl]methyl 4-phenylbutanoate
  参考文献：
  名称：

  A new chemoenzymatic synthesis of 6′-O-acylsucroses.

  摘要：

  6'-O-acylsucroses were synthesized for the first time in two steps, including a new chemical selective acylation of free sucrose followed by an enzymatic hydrolysis of the 6-O-acylated by-products.

  DOI：

  10.1016/0040-4039(91)80815-n

文献信息

• A new chemoenzymatic synthesis of 6′-O-acylsucroses.
  作者：Caroline Chauvin、Daniel Plusquellec

  DOI：10.1016/0040-4039(91)80815-n

  日期：1991.7

  6'-O-acylsucroses were synthesized for the first time in two steps, including a new chemical selective acylation of free sucrose followed by an enzymatic hydrolysis of the 6-O-acylated by-products.