2-[2-hydroxyethyl-[(2R,3R,4R,5S,6R)-3-nitro-4,5-bis(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-2-yl]amino]ethanol | 1352458-33-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-[2-hydroxyethyl-[(2R,3R,4R,5S,6R)-3-nitro-4,5-bis(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-2-yl]amino]ethanol
• CAS: 1352458-33-3
• 化学式: C₃₁H₃₈N₂O₈
• 分子量: 566.651
• InChiKey: OFRTWDXNUUSKSB-JQWMYKLHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  41
• 可旋转键数：
  15
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  126
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  3,4,6-tri-O-benzyl-2-nitro-D-glucal 、 二乙醇胺 以 二氯甲烷 为溶剂， 反应 36.0h， 以72%的产率得到2-[2-hydroxyethyl-[(2R,3R,4R,5S,6R)-3-nitro-4,5-bis(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-2-yl]amino]ethanol
  参考文献：
  名称：

  Stereoselective synthesis of β-N-glycosides through 2-deoxy-2-nitroglycal

  摘要：

  An efficient, base-free protocol has been developed for the beta-stereoselective synthesis of N-glycosides from 2-nitroglycal and secondary amines. Simple protection and deprotection manipulations on the N-glycosides pave a way for the synthesis of biologically significant 1,2-diaminosugars and glycopeptides. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2011.01.032

文献信息

• Stereoselective synthesis of β-N-glycosides through 2-deoxy-2-nitroglycal
  作者：Shaohua Xiang、Jimei Ma、Bala Kishan Gorityala、Xue-Wei Liu

  DOI：10.1016/j.carres.2011.01.032

  日期：2011.12

  An efficient, base-free protocol has been developed for the beta-stereoselective synthesis of N-glycosides from 2-nitroglycal and secondary amines. Simple protection and deprotection manipulations on the N-glycosides pave a way for the synthesis of biologically significant 1,2-diaminosugars and glycopeptides. (C) 2011 Elsevier Ltd. All rights reserved.