Acetic acid (2S,3R,4R,5S,6R)-2,5-diacetoxy-6-acetoxymethyl-3-octanoylamino-tetrahydro-pyran-4-yl ester | 329949-95-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Acetic acid (2S,3R,4R,5S,6R)-2,5-diacetoxy-6-acetoxymethyl-3-octanoylamino-tetrahydro-pyran-4-yl ester
• 英文别名: [(2R,3S,4R,5R,6S)-3,4,6-triacetyloxy-5-(octanoylamino)oxan-2-yl]methyl acetate
• CAS: 329949-95-3
• 化学式: C₂₂H₃₅NO₁₀
• 分子量: 473.521
• InChiKey: SOBYJNVPAZDYKQ-MSEOUXRUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  33
• 可旋转键数：
  16
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  144
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  Acetic acid (2S,3R,4R,5S,6R)-2,5-diacetoxy-6-acetoxymethyl-3-octanoylamino-tetrahydro-pyran-4-yl ester 在 劳森试剂 作用下， 以 甲苯 为溶剂， 以88%的产率得到Acetic acid (3aR,5R,6S,7R,7aR)-6-acetoxy-5-acetoxymethyl-2-heptyl-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-7-yl ester
  参考文献：
  名称：

  Synthesis of N-acetylglucosamine thiazoline/lipid II hybrids

  摘要：

  Potential inhibitors of transglycosylases involved in bacterial cell wall biosynthesis were synthesized by combining N-acetylglucosamine thiazoline, a potent inhibitor of beta -hexosaminidase, with functional groups present in lipid IT, the natural substrate of the transglycosylases. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)02020-7
• 作为产物：
  描述：

  辛酸 、 tetra-acetyl glucosamine 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 以95%的产率得到Acetic acid (2S,3R,4R,5S,6R)-2,5-diacetoxy-6-acetoxymethyl-3-octanoylamino-tetrahydro-pyran-4-yl ester
  参考文献：
  名称：

  Synthesis of N-acetylglucosamine thiazoline/lipid II hybrids

  摘要：

  Potential inhibitors of transglycosylases involved in bacterial cell wall biosynthesis were synthesized by combining N-acetylglucosamine thiazoline, a potent inhibitor of beta -hexosaminidase, with functional groups present in lipid IT, the natural substrate of the transglycosylases. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)02020-7