Benzoic acid (2S,3R,4R,5S,6S)-4,5-bis-benzyloxy-6-[(2R,3S,4R)-3-(4-methoxy-benzyloxy)-2-triisopropylsilanyloxymethyl-3,4-dihydro-2H-pyran-4-yloxy]-2-methyl-tetrahydro-pyran-3-yl ester | 322648-43-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Benzoic acid (2S,3R,4R,5S,6S)-4,5-bis-benzyloxy-6-[(2R,3S,4R)-3-(4-methoxy-benzyloxy)-2-triisopropylsilanyloxymethyl-3,4-dihydro-2H-pyran-4-yloxy]-2-methyl-tetrahydro-pyran-3-yl ester
• CAS: 322648-43-1
• 化学式: C₅₀H₆₄O₁₀Si
• 分子量: 853.138
• InChiKey: RCGIWGKSBAPWSE-VEFCHYOMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.21
• 重原子数：
  61.0
• 可旋转键数：
  20.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  100.14
• 氢给体数：
  0.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  Benzoic acid (2S,3R,4R,5S,6S)-4,5-bis-benzyloxy-6-[(2R,3S,4R)-3-(4-methoxy-benzyloxy)-2-triisopropylsilanyloxymethyl-3,4-dihydro-2H-pyran-4-yloxy]-2-methyl-tetrahydro-pyran-3-yl ester 在 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.25h， 生成
  参考文献：
  名称：

  Total Syntheses of Tumor-Related Antigens N3:  Probing the Feasibility Limits of the Glycal Assembly Method

  摘要：

  The total syntheses of two octasaccharide antigens isolated from human milk, 1 and 2, and their corresponding allyl glycosides, 3 and 4, have been achieved by utilizing the glycal method, Convergent assembly of the core hexasaccharides and concurrent introduction of two alpha -L-fucosyl moieties at the late stage of the syntheses provided these complex:carbohydrates in a concise manner. With synthetic material obtained, biological evaluations of these antigens as potential gastrointestinal cancer immunotherapeutic agents have been initiated.

  DOI：

  10.1021/ja0022730
• 作为产物：
  描述：

  6-O-(三异丙基硅基)-D-葡萄烯糖 在 tin(ll) chloride silver perchlorate 、 sodium hydride 、 Di-tert-butylpyridine 作用下， 以 乙醚 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.5h， 生成 Benzoic acid (2S,3R,4R,5S,6S)-4,5-bis-benzyloxy-6-[(2R,3S,4R)-3-(4-methoxy-benzyloxy)-2-triisopropylsilanyloxymethyl-3,4-dihydro-2H-pyran-4-yloxy]-2-methyl-tetrahydro-pyran-3-yl ester
  参考文献：
  名称：

  Total Syntheses of Tumor-Related Antigens N3:  Probing the Feasibility Limits of the Glycal Assembly Method

  摘要：

  The total syntheses of two octasaccharide antigens isolated from human milk, 1 and 2, and their corresponding allyl glycosides, 3 and 4, have been achieved by utilizing the glycal method, Convergent assembly of the core hexasaccharides and concurrent introduction of two alpha -L-fucosyl moieties at the late stage of the syntheses provided these complex:carbohydrates in a concise manner. With synthetic material obtained, biological evaluations of these antigens as potential gastrointestinal cancer immunotherapeutic agents have been initiated.

  DOI：

  10.1021/ja0022730