(2S,4S,5R,6R)-5-acetamido-2-[(2R,3S,4S,5R,6S)-3,5-dihydroxy-2-(hydroxymethyl)-6-[[(2R,3S,4R)-2-(hydroxymethyl)-4-[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-3,4-dihydro-2H-pyran-3-yl]oxy]oxan-4-yl]oxy-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid | 142800-36-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2S,4S,5R,6R)-5-acetamido-2-[(2R,3S,4S,5R,6S)-3,5-dihydroxy-2-(hydroxymethyl)-6-[[(2R,3S,4R)-2-(hydroxymethyl)-4-[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-3,4-dihydro-2H-pyran-3-yl]oxy]oxan-4-yl]oxy-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid
• CAS: 142800-36-0
• 化学式: C₂₉H₄₇NO₂₁
• 分子量: 745.686
• InChiKey: JKZFBQJAHKUUBT-YKCGKRJBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -6.7
• 重原子数：
  51
• 可旋转键数：
  13
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  354
• 氢给体数：
  13
• 氢受体数：
  21

反应信息

• 作为产物：
  描述：

  <(benzyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-O-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->3)-(2,4-di-O-acetyl-6-O-benzyl-β-D-galactopyranosyl)-(1->4)>-<(6-deoxy-2,3,4-tri-O-benzyl-α-L-galactopyranosyl)-(1->3)>-1,5-anhydro... 在 吡啶 、 4-二甲氨基吡啶 、 四丁基氟化铵 、 氨 、 sodium methylate 、 sodium 、 乙酸酐 作用下， 生成 (2S,4S,5R,6R)-5-acetamido-2-[(2R,3S,4S,5R,6S)-3,5-dihydroxy-2-(hydroxymethyl)-6-[[(2R,3S,4R)-2-(hydroxymethyl)-4-[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-3,4-dihydro-2H-pyran-3-yl]oxy]oxan-4-yl]oxy-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid
  参考文献：
  名称：

  Remarkable regioselectivity in the chemical glycosylation of glycal acceptors: a concise solution to the synthesis of sialyl-Lewis X glycal.

  摘要：

  DOI：

  10.1021/ja00047a077

文献信息

• Wong, Chi-Huey; Dumas, David P.; Ichikawa, Yoshitaka, Journal of the American Chemical Society, 1992, vol. 114, # 18, p. 7321 - 7322
  作者：Wong, Chi-Huey、Dumas, David P.、Ichikawa, Yoshitaka、Koseki, Koshi、Danishefsky, Samuel J.、Weston, Brent W.、Lowe, John B.

  DOI：——

  日期：——
• Remarkable regioselectivity in the chemical glycosylation of glycal acceptors: a concise solution to the synthesis of sialyl-Lewis X glycal.
  作者：Samuel J. Danishefsky、Jacquelyn Gervay、John M. Peterson、Frank E. McDonald、Koshi Koseki、Takeshi Oriyama、David A. Griffith、Chi Huey Wong、David P. Dumas

  DOI：10.1021/ja00047a077

  日期：1992.10