1-deoxy-1-(2-naphthalenylamino)-3,4,5,7-tetra-O-benzyl-D-gluco-hept-2-ulopyranose | 1357160-43-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-deoxy-1-(2-naphthalenylamino)-3,4,5,7-tetra-O-benzyl-D-gluco-hept-2-ulopyranose
• 英文别名: NA(-1d)[Bn(-3)][Bn(-4)][Bn(-5)][Bn(-7)]a-D-glcHept2ulo；(2S,3R,4S,5R,6R)-2-[(naphthalen-2-ylamino)methyl]-3,4,5-tris(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-2-ol
• CAS: 1357160-43-0
• 化学式: C₄₅H₄₅NO₆
• 分子量: 695.855
• InChiKey: KZKYFDQAVLWQJA-NUFGPDMYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.7
• 重原子数：
  52
• 可旋转键数：
  16
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  78.4
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  5-内酯 在 甲基锂 、 sodium hydride 作用下， 以 四氢呋喃 、 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran 、 oil 为溶剂， 反应 2.08h， 生成 1-deoxy-1-(2-naphthalenylamino)-3,4,5,7-tetra-O-benzyl-D-gluco-hept-2-ulopyranose
  参考文献：
  名称：

  Synthesis of N-aryl spiro-sulfamides as potential glycogen phosphorylase inhibitors

  摘要：

  A new C-glucosylated spiro-sulfamide has been prepared and evaluated toward glycogen phosphorylase inhibition. The synthesis was carried out successfully by nucleophilic displacement of 1-O-tosyl or 1-deoxy-1-iodo-alpha-D-gluco-hept-2-ulopyranose tetra-O-benzylated derivative using aryl amines. followed by the formation of the corresponding cyclic sulfamide. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.12.049

文献信息

• Synthesis of N-aryl spiro-sulfamides as potential glycogen phosphorylase inhibitors
  作者：Tony Tite、Loic Tomas、Tibor Docsa、Pal Gergely、José Kovensky、David Gueyrard、Anne Wadouachi

  DOI：10.1016/j.tetlet.2011.12.049

  日期：2012.2

  A new C-glucosylated spiro-sulfamide has been prepared and evaluated toward glycogen phosphorylase inhibition. The synthesis was carried out successfully by nucleophilic displacement of 1-O-tosyl or 1-deoxy-1-iodo-alpha-D-gluco-hept-2-ulopyranose tetra-O-benzylated derivative using aryl amines. followed by the formation of the corresponding cyclic sulfamide. (C) 2011 Elsevier Ltd. All rights reserved.