(2R,3S,4S,5R,6S)-4,5-Bis-benzyloxy-2-benzyloxymethyl-6-((2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-but-3-enyloxy-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-ol | 251982-23-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (2R,3S,4S,5R,6S)-4,5-Bis-benzyloxy-2-benzyloxymethyl-6-((2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-but-3-enyloxy-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-ol
• 英文别名: (2R,3S,4S,5R,6S)-6-[(2R,3R,4S,5R,6R)-6-but-3-enoxy-4,5-bis(phenylmethoxy)-2-(phenylmethoxymethyl)oxan-3-yl]oxy-4,5-bis(phenylmethoxy)-2-(phenylmethoxymethyl)oxan-3-ol
• CAS: 251982-23-7
• 化学式: C₅₈H₆₄O₁₁
• 分子量: 937.14
• InChiKey: JOZXJMPKABQJJJ-DSHVNWCZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.55
• 重原子数：
  69.0
• 可旋转键数：
  26.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.34
• 拓扑面积：
  112.53
• 氢给体数：
  1.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  (2R,3S,4S,5R,6R)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-chloro-tetrahydro-pyran 、 (2R,3S,4S,5R,6S)-4,5-Bis-benzyloxy-2-benzyloxymethyl-6-((2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-but-3-enyloxy-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-ol 在 4 A molecular sieve 、 silver trifluoromethanesulfonate 作用下， 以 乙醚 为溶剂， 以80%的产率得到(2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5R,6R)-6-but-3-enoxy-4,5-bis(phenylmethoxy)-2-(phenylmethoxymethyl)oxan-3-yl]oxy-3,4-bis(phenylmethoxy)-6-(phenylmethoxymethyl)-5-[(2R,3R,4S,5S,6R)-3,4,5-tris(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-2-yl]oxyoxane
  参考文献：
  名称：

  Synthetic assembly of trisaccharide moieties of globotriaosyl ceramide using carbosilane dendrimers as cores. A new type of functional glyco-material

  摘要：

  As a novel type of artificial receptor for Vero toxins, three pairs of carbosilane dendrimers uniformly carrying 12, 6, and 3 units of trisaccharide moieties of globotriaosyl ceramide were prepared through formation of the sulfide linkages in liquid NH3, which revealed unexpected differences among their biological responses. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)01632-9
• 作为产物：
  描述：

  1',2',3',6',2,3,4,6-octa-O-acetyl-β-D-lactose 在 三氯化铝 、 硼烷-三甲胺络合物 、 4 A molecular sieve 、 camphor-10-sulfonic acid 、 三氟化硼乙醚 、 sodium methylate 、 sodium hydride 作用下， 以 四氢呋喃 、 甲醇 、 1,2-二氯乙烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 (2R,3S,4S,5R,6S)-4,5-Bis-benzyloxy-2-benzyloxymethyl-6-((2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-but-3-enyloxy-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-ol
  参考文献：
  名称：

  Synthetic assembly of trisaccharide moieties of globotriaosyl ceramide using carbosilane dendrimers as cores. A new type of functional glyco-material

  摘要：

  As a novel type of artificial receptor for Vero toxins, three pairs of carbosilane dendrimers uniformly carrying 12, 6, and 3 units of trisaccharide moieties of globotriaosyl ceramide were prepared through formation of the sulfide linkages in liquid NH3, which revealed unexpected differences among their biological responses. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)01632-9