| 130780-27-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• CAS: 130780-27-7
• 化学式: C₃₀H₂₆O₆
• 分子量: 482.533
• InChiKey: DLFPACCADFYLRU-QDHMXHKISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.85
• 重原子数：
  36.0
• 可旋转键数：
  5.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  82.06
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  methyl 3,4-di-O-benzoyl-2,6-dideoxy-α-D-ribohexopyranoside 在 吡啶 、 盐酸 、 4-二甲氨基吡啶 、 4 A molecular sieve 、 三氟化硼乙醚 作用下， 以 乙二醇二甲醚 、 二氯甲烷 为溶剂， 反应 0.5h， 生成
  参考文献：
  名称：

  Improvement in O→C-glycoside rearrangement approach to C-aryl glycosides: Use of 1-O-acetyl sugar as stable but efficient glycosyl donor

  摘要：

  DOI：

  10.1016/s0040-4039(00)97693-7

文献信息

• Aryl and Allyl <i>C</i>-Glycosidation Methods Using Unprotected Sugars
  作者：Kazunobu Toshima、Goh Matsuo、Toru Ishizuka、Yasunobu Ushiki、Masaya Nakata、Shuichi Matsumura

  DOI：10.1021/jo972146v

  日期：1998.4.1

  Practical and highly stereoselective aryl and allyl C-glycosidation methods using unprotected sugars as glycosyl donors have been developed. Aryl C-glycosidations of several unprotected 2-deoxy sugars with phenol and naphthol derivatives by the combined use of trimethylsilyl trifluoromethanesulfonate (TMSOTf)-AgClO4 or TMSOTf exclusively gave the corresponding unprotected o-hydroxyaryl beta-C-glycosides which appear in many biologically attractive aryl C-glycoside antibiotics as the key subunit. On the other hand, allyl C-glycosidations of several unprotected glycals with allyltrimethylsilane by TMSOTf afforded the corresponding unprotected and 2,3-unsaturated allyl alpha-C-glycosides in high yields which are versatile synthetic intermediates for the syntheses of optically active natural products.
• Efficient C-arylglycosylation of 1-O-methyl sugar by novel use of TMSOTf-AgClO4 catalyst system
  作者：Kazunobu Toshima、Goh Matsuo、Kuniaki Tatsuta

  DOI：10.1016/0040-4039(92)88170-a

  日期：1992.4

  Highly beta-stereoselective C-arylglycosylations of the 1-O-methyl sugars 1 approximately 4 with 2-naphthol (9) were effectively achieved by novel combinational use of a catalytic amount of TMSOTf-AgClO4 as an activator. Also, C-arylglycosylations of the 1-O-acetyl sugars 5 approximately 8 with 9 in this way worked as well.