Phosphoric acid mono-((2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-piperidin-2-ylmethyl) ester | 494860-45-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磷酸及其衍生物
• 英文名称: Phosphoric acid mono-((2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-piperidin-2-ylmethyl) ester
• 英文别名: [(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methylpiperidin-2-yl]methyl dihydrogen phosphate
• CAS: 494860-45-6
• 化学式: C₇H₁₆NO₇P
• 分子量: 257.18
• InChiKey: BEPOUSXSQYBRKI-CQOGJGKDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -5.8
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  140
• 氢给体数：
  6
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  guanosine 5'-phosphoromorpholidate 、 Phosphoric acid mono-((2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-piperidin-2-ylmethyl) ester 在 吡啶 、 四氮唑 作用下， 以40%的产率得到
  参考文献：
  名称：

  Synthesis and Evaluation of Transition-State Analogue Inhibitors of α-1,3-Fucosyltransferase This work was supported by the NIH and the Skaggs Institute. M.L.M. acknowledges fellowships from UNCF⋅Merck Science Initiative and Skaggs Predoctoral Fellows Program.

  摘要：

  DOI：

  10.1002/1521-3773(20020816)41:16<3041::aid-anie3041>3.0.co;2-v
• 作为产物：
  描述：

  Phosphoric acid mono-[(3S,4S,5R)-5-((S)-1-azido-ethyl)-2,3,4-trihydroxy-tetrahydro-furan-2-ylmethyl] ester 在 platinum(IV) oxide 氢气 作用下， 以 甲醇 、 水 为溶剂， 以60%的产率得到Phosphoric acid mono-((2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-piperidin-2-ylmethyl) ester
  参考文献：
  名称：

  Synthesis and Evaluation of Transition-State Analogue Inhibitors of α-1,3-Fucosyltransferase This work was supported by the NIH and the Skaggs Institute. M.L.M. acknowledges fellowships from UNCF⋅Merck Science Initiative and Skaggs Predoctoral Fellows Program.

  摘要：

  DOI：

  10.1002/1521-3773(20020816)41:16<3041::aid-anie3041>3.0.co;2-v

文献信息

• Synthesis and evaluation of six-membered GDP-iminocyclitol
  作者：Michael L Mitchell、Lac V Lee、Chi-Huey Wong

  DOI：10.1016/s0040-4039(02)01108-5

  日期：2002.8

  Fructose-diphosphate aldolase was employed in the chemoenzymatic synthesis of six-membered GDP-iminocyclitols. These compounds were evaluated for activity against alpha-1,3-fucosyltransferases and found to be potent inhibitors. (C) 2002 Elsevier Science Ltd. All rights reserved.
• Synthesis and Evaluation of Transition-State Analogue Inhibitors of α-1,3-Fucosyltransferase This work was supported by the NIH and the Skaggs Institute. M.L.M. acknowledges fellowships from UNCF⋅Merck Science Initiative and Skaggs Predoctoral Fellows Program.
  作者：Michael L. Mitchell、Feng Tian、Lac V. Lee、Chi-Huey Wong

  DOI：10.1002/1521-3773(20020816)41:16<3041::aid-anie3041>3.0.co;2-v

  日期：2002.8.16