Acetic acid (2S,3R,4R,5S,6R)-2,5-diacetoxy-6-acetoxymethyl-3-[2-(tert-butyl-dimethyl-silanyloxy)-thioacetylamino]-tetrahydro-pyran-4-yl ester | 329950-01-8

• 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 (2S,3R,4R,5S,6R)-2,5-diacetoxy-6-acetoxymethyl-3-[2-(tert-butyl-dimethyl-silanyloxy)-thioacetylamino]-tetrahydro-pyran-4-yl ester
• CAS: 329950-01-8
• 化学式: C₂₂H₃₇NO₁₀SSi
• 分子量: 535.688
• InChiKey: FGGOKKQAKMKYQF-GHRYLNIYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.01
• 重原子数：
  35.0
• 可旋转键数：
  9.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  135.69
• 氢给体数：
  1.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  Acetic acid (2S,3R,4R,5S,6R)-2,5-diacetoxy-6-acetoxymethyl-3-[2-(tert-butyl-dimethyl-silanyloxy)-thioacetylamino]-tetrahydro-pyran-4-yl ester 在 溶剂黄146 、 肼 、 4,4'-二氨基二苯乙烯-2,2'-二磺酸 作用下， 以 N,N-二甲基甲酰胺 、 二氯甲烷 为溶剂， 生成 Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-5-[2-(tert-butyl-dimethyl-silanyloxy)-thioacetylamino]-6-fluoro-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
• 作为产物：
  描述：

  2-[[(1,1-二甲基乙基)二甲基甲硅烷基]氧基]乙酸 在 劳森试剂 、 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 、 甲苯 为溶剂， 生成 Acetic acid (2S,3R,4R,5S,6R)-2,5-diacetoxy-6-acetoxymethyl-3-[2-(tert-butyl-dimethyl-silanyloxy)-thioacetylamino]-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