(2S,3R,4S,5S,6R)-2-[(2R,3R,4R,5S)-4,5-Dihydroxy-2-hydroxymethyl-1-(4-methyl-benzyl)-piperidin-3-yloxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol | 121133-71-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: (2S,3R,4S,5S,6R)-2-[(2R,3R,4R,5S)-4,5-Dihydroxy-2-hydroxymethyl-1-(4-methyl-benzyl)-piperidin-3-yloxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol
• 英文别名: (2S,3R,4S,5S,6R)-2-[(2R,3R,4R,5S)-4,5-dihydroxy-2-(hydroxymethyl)-1-[(4-methylphenyl)methyl]piperidin-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• CAS: 121133-71-9
• 化学式: C₂₀H₃₁NO₉
• 分子量: 429.467
• InChiKey: JCOAJQUWCQGLAR-XBJVFZEQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.2
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  163
• 氢给体数：
  7
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  4-O-alpha-D-吡喃葡萄糖基脱二氧亚胺基葡糖醇 、 4-甲基苄溴 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 以5.8 g的产率得到(2S,3R,4S,5S,6R)-2-[(2R,3R,4R,5S)-4,5-Dihydroxy-2-hydroxymethyl-1-(4-methyl-benzyl)-piperidin-3-yloxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol
  参考文献：
  名称：

  Synthesis and .ALPHA.-glucosidase-inhibiting activity of a new .ALPHA.-glucosidase inhibitor, 4-O-.ALPHA.-D-glucopyranosylmoranoline and its N-substituted derivatives.

  摘要：

  我们合成了 4-O-α-D-Glucopyranosylmoranoline 的各种 N 取代衍生物，并测定了它们对家兔蔗糖酶和麦芽糖酶的抑制活性，以及它们对蔗糖负荷大鼠餐后高血糖的影响。

  DOI：

  10.1248/cpb.37.106

文献信息

• YOSHIKUNI, YOSHIAKI;EZURE, YOHJI;SETO, TAKASHI;MORI, KAZUYA;WATANABE, MAS+, CHEM. AND PHARM. BULL., 37,(1989) N, C. 106-109
  作者：YOSHIKUNI, YOSHIAKI、EZURE, YOHJI、SETO, TAKASHI、MORI, KAZUYA、WATANABE, MAS+

  DOI：——

  日期：——
• Synthesis and .ALPHA.-glucosidase-inhibiting activity of a new .ALPHA.-glucosidase inhibitor, 4-O-.ALPHA.-D-glucopyranosylmoranoline and its N-substituted derivatives.
  作者：Yoshiaki YOSHIKUNI、Yohji EZURE、Takashi SETO、Kazuya MORI、Masayoshi WATANABE、Hiroshi ENOMOTO

  DOI：10.1248/cpb.37.106

  日期：——

  Various N-substituted derivatives of 4-O-α-D-glucopyranosylmoranoline have been synthesized, and their inhibitory activities against rabbit sucrase and maltase have been measured, as well as their effects on postprandial hyperglycemia in the sucrose-loaded rat, 4-O-α-D-Glucopyranosylmoranoline was also shown to have potent hypoglycemic activity in starch-loaded dogs.

  我们合成了 4-O-α-D-Glucopyranosylmoranoline 的各种 N 取代衍生物，并测定了它们对家兔蔗糖酶和麦芽糖酶的抑制活性，以及它们对蔗糖负荷大鼠餐后高血糖的影响。