(2R,4aS,5R,7S,8R,8aS)-8-phenylmethoxy-5-(phenylmethoxymethyl)-2-phenylsulfanyl-7-[(2R,3R,4S,5R,6R)-4,5,6-tris(phenylmethoxy)-2-(phenylmethoxymethyl)oxan-3-yl]oxy-5,7,8,8a-tetrahydro-4aH-pyrano[3,4-b][1,4]dioxin-3-one | 255876-10-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2R,4aS,5R,7S,8R,8aS)-8-phenylmethoxy-5-(phenylmethoxymethyl)-2-phenylsulfanyl-7-[(2R,3R,4S,5R,6R)-4,5,6-tris(phenylmethoxy)-2-(phenylmethoxymethyl)oxan-3-yl]oxy-5,7,8,8a-tetrahydro-4aH-pyrano[3,4-b][1,4]dioxin-3-one
• CAS: 255876-10-9
• 化学式: C₆₂H₆₂O₁₂S
• 分子量: 1031.23
• InChiKey: LJNQAUGOLVAXFF-AAYCPMDGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.2
• 重原子数：
  75
• 可旋转键数：
  24
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  144
• 氢给体数：
  0
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  (2R,4aS,5R,7S,8R,8aS)-8-phenylmethoxy-5-(phenylmethoxymethyl)-2-phenylsulfanyl-7-[(2R,3R,4S,5R,6R)-4,5,6-tris(phenylmethoxy)-2-(phenylmethoxymethyl)oxan-3-yl]oxy-5,7,8,8a-tetrahydro-4aH-pyrano[3,4-b][1,4]dioxin-3-one 在 正丁基锂 、 4-甲基苯磺酸吡啶 、 二异丙胺 作用下， 以 四氢呋喃 、 乙醇 、 正己烷 为溶剂， 反应 11.25h， 生成
  参考文献：
  名称：

  Syntheses of G_M4 and G_M3 Intermediates via Alkylation and Subsequent Intramolecular Glycosidation of 2-Alkoxy-2-phenylthioacetate

  摘要：

  [GRAPHICS]We developed a new method for alpha-glycoside formation of sialyl conjugates based on alkylation and subsequent intramolecular glycosidation of 2-alkoxy-2-phenylthioacetate. By this method we succeeded in the syntheses of G(M4) and G(M3) intermediates.

  DOI：

  10.1021/ol990245k
• 作为产物：
  描述：

  丙烷-2-基(phenylsulfanyl)乙酸酯 在 N-氯代丁二酰亚胺 、 二正丁基氧化锡 作用下， 以 四氯化碳 、 甲苯 为溶剂， 反应 26.0h， 生成 (2R,4aS,5R,7S,8R,8aS)-8-phenylmethoxy-5-(phenylmethoxymethyl)-2-phenylsulfanyl-7-[(2R,3R,4S,5R,6R)-4,5,6-tris(phenylmethoxy)-2-(phenylmethoxymethyl)oxan-3-yl]oxy-5,7,8,8a-tetrahydro-4aH-pyrano[3,4-b][1,4]dioxin-3-one
  参考文献：
  名称：

  Syntheses of G_M4 and G_M3 Intermediates via Alkylation and Subsequent Intramolecular Glycosidation of 2-Alkoxy-2-phenylthioacetate

  摘要：

  [GRAPHICS]We developed a new method for alpha-glycoside formation of sialyl conjugates based on alkylation and subsequent intramolecular glycosidation of 2-alkoxy-2-phenylthioacetate. By this method we succeeded in the syntheses of G(M4) and G(M3) intermediates.

  DOI：

  10.1021/ol990245k

文献信息

• Syntheses of G_M4 and G_M3 Intermediates via Alkylation and Subsequent Intramolecular Glycosidation of 2-Alkoxy-2-phenylthioacetate
  作者：Takashi Takahashi、Hirokazu Tsukamoto、Haruo Yamada

  DOI：10.1021/ol990245k

  日期：1999.12.1

  [GRAPHICS]We developed a new method for alpha-glycoside formation of sialyl conjugates based on alkylation and subsequent intramolecular glycosidation of 2-alkoxy-2-phenylthioacetate. By this method we succeeded in the syntheses of G(M4) and G(M3) intermediates.