N-isopropyl-D-gluconamide

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: N-isopropyl-D-gluconamide
• 英文别名: (2R,3S,4R,5R)-2,3,4,5,6-pentahydroxy-N-propan-2-ylhexanamide
• 化学式: C₉H₁₉NO₆
• 分子量: 237.253
• InChiKey: KFNLBLSRKUAGDZ-OOJXKGFFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.8
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  130
• 氢给体数：
  6
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 N-isopropyl-D-gluconamide 在 吡啶 作用下， 反应 24.0h， 以95%的产率得到2,3,4,5,6-penta-O-acetyl-N-isopropyl-D-gluconamide
  参考文献：
  名称：

  Optically active sugar thioamides from δ-gluconolactone

  摘要：

  This paper describes a facile and rapid approach to N-alkyl- and N-aryl-thiogluconamides employing delta-gluconolactone as starting material. The protocol involves a three-step sequence to afford the corresponding thioamides as crystalline substances in moderate to good yields. The Lawesson reagent was found to be the reagent of choice to accomplish the key transformation amide-thioamide. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00140-3
• 作为产物：
  描述：

  异丙胺 、 葡萄糖酸内酯 在 吡啶 作用下， 反应 24.0h， 以97%的产率得到N-isopropyl-D-gluconamide
  参考文献：
  名称：

  Optically active sugar thioamides from δ-gluconolactone

  摘要：

  This paper describes a facile and rapid approach to N-alkyl- and N-aryl-thiogluconamides employing delta-gluconolactone as starting material. The protocol involves a three-step sequence to afford the corresponding thioamides as crystalline substances in moderate to good yields. The Lawesson reagent was found to be the reagent of choice to accomplish the key transformation amide-thioamide. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00140-3

文献信息

• Optically active sugar thioamides from δ-gluconolactone
  作者：Marı́a J Arévalo、Martı́n Avalos、Reyes Babiano、Andrés Cabanillas、Pedro Cintas、José L Jiménez、Juan C Palacios

  DOI：10.1016/s0957-4166(00)00140-3

  日期：2000.5

  This paper describes a facile and rapid approach to N-alkyl- and N-aryl-thiogluconamides employing delta-gluconolactone as starting material. The protocol involves a three-step sequence to afford the corresponding thioamides as crystalline substances in moderate to good yields. The Lawesson reagent was found to be the reagent of choice to accomplish the key transformation amide-thioamide. (C) 2000 Elsevier Science Ltd. All rights reserved.