2-acetamido-2-deoxy-3,4,5,6-tetra-O-acetyl-aldehydo-D-mannose | 122383-04-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-acetamido-2-deoxy-3,4,5,6-tetra-O-acetyl-aldehydo-D-mannose
• 英文别名: [(2R,3S,4R,5S)-5-acetamido-2,3,4-triacetyloxy-6-oxohexyl] acetate
• CAS: 122383-04-4
• 化学式: C₁₆H₂₃NO₁₀
• 分子量: 389.359
• InChiKey: IQZPSLFUPRAAFH-KLHDSHLOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.1
• 重原子数：
  27
• 可旋转键数：
  14
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  151
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  2-acetamido-2-deoxy-3,4,5,6-tetra-O-acetyl-aldehydo-D-mannose 在 aluminum oxide 、 potassium fluoride 、 indium 、 臭氧 、 copper(II) sulfate 作用下， 以 二氯甲烷 为溶剂， 反应 115.25h， 生成 diethyl {(3S,4R,5R,6S,7R)-4-acetamido-3-[(R_S)-1,1-dimethylethylsulfinamido]-1-hydroxy-5,6,7,8-tetra-O-acetyloctyl}phosphonate
  参考文献：
  名称：

  Dichotomous Selectivity in Indium-Mediated Aza-Barbier-Type Allylation of 2-N-Acetyl Glycosyl Sulfinylimines in Brine: Convenient Access to Potent Anti-Influenza Agents

  摘要：

  DOI：

  10.1021/acs.joc.1c02121
• 作为产物：
  描述：

  2-acetamido-2-deoxy-3,4,5,6-tetra-O-acetyl-D-mannose 在 二甲基硫 、 臭氧 作用下， 生成 2-acetamido-2-deoxy-3,4,5,6-tetra-O-acetyl-aldehydo-D-mannose
  参考文献：
  名称：

  Synthesis of acyclic sugar aldehydes by ozonolysis of oximes

  摘要：

  DOI：

  10.1021/jo00281a046

文献信息

• WEITZ, DAVID J.;BEDNARSKI, MARK D., J. ORG. CHEM., 54,(1989) N0, C. 4957-4959
  作者：WEITZ, DAVID J.、BEDNARSKI, MARK D.

  DOI：——

  日期：——
• THERAPEUTIC PHARMACEUTICAL AGENT FOR DISEASES ASSOCIATED WITH DECREASE IN FUNCTION OF GNE PROTEIN, FOOD COMPOSITION, AND FOOD ADDITIVE
  申请人：Noguchi Satoru

  公开号：US20120264928A1

  公开（公告）日：2012-10-18

  Disclosed are a therapeutic pharmaceutical agent for diseases associated with the decrease in the function of GNE protein, a food composition, and a food additive. The therapeutic pharmaceutical agent is characterized by comprising a compound capable of increasing the quantity of N-acetylneuraminic acid in cells. Examples of the compound to be contained in the therapeutic pharmaceutical agent include N-acetylneuraminic acid, an intermediate produced downstream from N-acetylmannosamine in an N-acetylneuraminic acid biosynthesis pathway, an N-acetylneuraminic acid derivative, an N-acetylmannosamine derivative, an N-acetylneuraminic acid-containing compound, an N-acetylneuraminic acid derivative-containing compound, an N-acetylmannosamine-containing compound, an N-acetylmannosamine derivative-containing compound, an inhibitor of a degrading enzyme for N-acetylneuraminic acid, an inhibitor of a degrading enzyme for N-acetylmannosamine, an inhibitor of a degrading enzyme for the intermediate, and others.
• US6258749B1
  申请人：——

  公开号：US6258749B1

  公开（公告）日：2001-07-10