Acetic acid (2R,3S,4R,5S,6S)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-((E)-propenyl)-tetrahydro-pyran-4-yl ester | 578729-59-6

• 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: Acetic acid (2R,3S,4R,5S,6S)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-((E)-propenyl)-tetrahydro-pyran-4-yl ester
• CAS: 578729-59-6
• 化学式: C₁₇H₂₅NO₈
• 分子量: 371.387
• InChiKey: RRZAVEAJUSDFOG-LNHFAZBUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.26
• 重原子数：
  26.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  117.23
• 氢给体数：
  1.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  乙烯 、 Acetic acid (2R,3S,4R,5S,6S)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-((E)-propenyl)-tetrahydro-pyran-4-yl ester 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 作用下， 以 二氯甲烷 、 苯 为溶剂， 反应 96.0h， 生成 Acetic acid (2R,3S,4R,5S,6S)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-vinyl-tetrahydro-pyran-4-yl ester
  参考文献：
  名称：

  Synthesis of α- and β-C-glycosides of N-acetylglucosamine

  摘要：

  As part of efforts to make available new, classes of bioactive C-glycoconjugates, D-glucosamine has been effectively converted into a series of 2-deoxy-2-amino-C-glycosides. This versatile approach is keyed by a remarkably effective metal catalyzed olefin isomerization of the isomeric C-allyl amino sugars which, in turn, are readily available via radical allylation of D-glucosamine. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)00818-9
• 作为产物：
  描述：

  5-acetamido-6,7,9-tri-O-acetyl-4,8-anhydro-1,2,3,5-tetradeoxy-D-glycero-D-ido-non-enitol 在 (Ph₂Me)2IrCOD*PF₆ 作用下， 以 四氢呋喃 为溶剂， 反应 20.0h， 生成 Acetic acid (2R,3S,4R,5S,6R)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-((E)-propenyl)-tetrahydro-pyran-4-yl ester 、 Acetic acid (2R,3S,4R,5S,6S)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-((E)-propenyl)-tetrahydro-pyran-4-yl ester
  参考文献：
  名称：

  Synthesis of α- and β-C-glycosides of N-acetylglucosamine

  摘要：

  As part of efforts to make available new, classes of bioactive C-glycoconjugates, D-glucosamine has been effectively converted into a series of 2-deoxy-2-amino-C-glycosides. This versatile approach is keyed by a remarkably effective metal catalyzed olefin isomerization of the isomeric C-allyl amino sugars which, in turn, are readily available via radical allylation of D-glucosamine. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)00818-9