Bn(-4)[Bn(-5)][Bn(-7)]1-deoxy-a-D-glcHept2ulo3NAc | 483342-07-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Bn(-4)[Bn(-5)][Bn(-7)]1-deoxy-a-D-glcHept2ulo3NAc
• 英文别名: N-[(2S,3R,4R,5S,6R)-2-hydroxy-2-methyl-4,5-bis(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-3-yl]acetamide
• CAS: 483342-07-0
• 化学式: C₃₀H₃₅NO₆
• 分子量: 505.611
• InChiKey: CTQASFHFKUJXEE-RLXMVLCYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  37
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  86.2
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Bn(-4)[Bn(-5)][Bn(-7)]1-deoxy-a-D-glcHept2ulo3NAc 在 palladium dihydroxide 吡啶 、 lutidine 、 氢气 作用下， 生成
  参考文献：
  名称：

  Addition of trialkylaluminum reagents to glyconolactones. Synthesis of 1-C-methyl GlcNAc oxazoline and thiazoline

  摘要：

  Addition of carbon nucleophiles to 2-acetamido-2-deoxygluconolactones fails for many reagents, but trialkylaluminums add alkyl smoothly. The product of Methyl addition to 2-acetamido-2-deoxy-D-gluconolactone has been converted to 1-C-methyl GlcNAc thiazoline, a potential N-acetylhexosaminidase inhibitor, and to an O-protected I-C-Me GlcNAc oxazoline, a potential I-C-Me GlcNAc donor. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)01506-x
• 作为产物：
  描述：

  2-乙酰氨基-3,4,6-三-O-苄基-2-脱氧-D-葡萄糖酸-1,5-内酯 、 三甲基铝 以 二氯甲烷 、 甲苯 为溶剂， 反应 4.0h， 以92%的产率得到Bn(-4)[Bn(-5)][Bn(-7)]1-deoxy-a-D-glcHept2ulo3NAc
  参考文献：
  名称：

  Addition of trialkylaluminum reagents to glyconolactones. Synthesis of 1-C-methyl GlcNAc oxazoline and thiazoline

  摘要：

  Addition of carbon nucleophiles to 2-acetamido-2-deoxygluconolactones fails for many reagents, but trialkylaluminums add alkyl smoothly. The product of Methyl addition to 2-acetamido-2-deoxy-D-gluconolactone has been converted to 1-C-methyl GlcNAc thiazoline, a potential N-acetylhexosaminidase inhibitor, and to an O-protected I-C-Me GlcNAc oxazoline, a potential I-C-Me GlcNAc donor. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)01506-x

文献信息

• Addition of trialkylaluminum reagents to glyconolactones. Synthesis of 1-C-methyl GlcNAc oxazoline and thiazoline
  作者：Spencer Knapp、Chunhua Yang、Thomas Haimowitz

  DOI：10.1016/s0040-4039(02)01506-x

  日期：2002.9

  Addition of carbon nucleophiles to 2-acetamido-2-deoxygluconolactones fails for many reagents, but trialkylaluminums add alkyl smoothly. The product of Methyl addition to 2-acetamido-2-deoxy-D-gluconolactone has been converted to 1-C-methyl GlcNAc thiazoline, a potential N-acetylhexosaminidase inhibitor, and to an O-protected I-C-Me GlcNAc oxazoline, a potential I-C-Me GlcNAc donor. (C) 2002 Elsevier Science Ltd. All rights reserved.