2,5-anhydro-1-deoxy-1-(4-nitro-1-naphthylamino)-D-mannitol

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2,5-anhydro-1-deoxy-1-(4-nitro-1-naphthylamino)-D-mannitol
• 英文别名: (2R,3S,4S,5R)-2-(hydroxymethyl)-5-[[(4-nitronaphthalen-1-yl)amino]methyl]oxolane-3,4-diol
• 化学式: C₁₆H₁₈N₂O₆
• 分子量: 334.329
• InChiKey: UDZMUBPRPAMSEE-KLHDSHLOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  128
• 氢给体数：
  4
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2-氨基-2-脱氧葡萄糖盐酸盐 在 盐酸 、 sodium cyanoborohydride 、 sodium nitrite 作用下， 以 甲醇 、 水 为溶剂， 反应 4.0h， 生成 2,5-anhydro-1-deoxy-1-(4-nitro-1-naphthylamino)-D-mannitol
  参考文献：
  名称：

  An easy stereospecific synthesis of 1-amino-2,5-anhydro-1-deoxy-d-mannitol and arylamino derivatives

  摘要：

  1-Amino-2,5-anhydro-1-deoxy-D-mannitol and a series of arylamino derivatives were prepared by nitrous acid deamination of 2-amino-2-deoxy-D-glucose and subsequent reductive amination of the resulting 2,5-anhydro-D-mannose. Some of these compounds showed an enhanced affinity for the hexose transporter of Trypanosoma brucei as compared to D-fructose. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(99)00040-3

文献信息

• An easy stereospecific synthesis of 1-amino-2,5-anhydro-1-deoxy-d-mannitol and arylamino derivatives
  作者：Samantha Claustre、Frédéric Bringaud、Laurent Azéma、Rudi Baron、Jacques Périé、Michèle Willson

  DOI：10.1016/s0008-6215(99)00040-3

  日期：1999.2

  1-Amino-2,5-anhydro-1-deoxy-D-mannitol and a series of arylamino derivatives were prepared by nitrous acid deamination of 2-amino-2-deoxy-D-glucose and subsequent reductive amination of the resulting 2,5-anhydro-D-mannose. Some of these compounds showed an enhanced affinity for the hexose transporter of Trypanosoma brucei as compared to D-fructose. (C) 1999 Elsevier Science Ltd. All rights reserved.