(2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-(((hydroxyimino)(4-methoxyphenyl)methyl)thio)tetrahydro-2H-pyran-3,4,5-triyl triacetate | 1089209-14-2

• 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: (2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-(((hydroxyimino)(4-methoxyphenyl)methyl)thio)tetrahydro-2H-pyran-3,4,5-triyl triacetate
• CAS: 1089209-14-2
• 化学式: C₂₂H₂₇NO₁₁S
• 分子量: 513.522
• InChiKey: NVDYFEALCWUMJP-JPVHLGFFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.65
• 重原子数：
  35.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  156.25
• 氢给体数：
  1.0
• 氢受体数：
  13.0

反应信息

• 作为反应物：
  描述：

  (2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-(((hydroxyimino)(4-methoxyphenyl)methyl)thio)tetrahydro-2H-pyran-3,4,5-triyl triacetate 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 四氯化碳 为溶剂， 反应 0.75h， 以69%的产率得到(1S)-2,3,4,6-tetra-O-acetyl-1,5-anhydro-D-glucitol-spiro[1.5]-3-(4-methoxyphenyl)-1,4,2-oxathiazole
  参考文献：
  名称：

  Novel design principle validated: Glucopyranosylidene-spiro-oxathiazole as new nanomolar inhibitor of glycogen phosphorylase, potential antidiabetic agent

  摘要：

  2-Naphthyl-substituted glucopyranosylidene-spiro-oxathiazole prepared following a novel design principle was found to be the best known glucose analogue inhibitor of rabbit muscle glycogen phosphorylase b (K-i 160 nM). (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.08.052
• 作为产物：
  描述：

  1-硫代-b-D-葡萄糖四乙酸酯 、 ALPHA-氯-4-甲氧基苯甲醛肟 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以71%的产率得到(2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-(((hydroxyimino)(4-methoxyphenyl)methyl)thio)tetrahydro-2H-pyran-3,4,5-triyl triacetate
  参考文献：
  名称：

  Novel design principle validated: Glucopyranosylidene-spiro-oxathiazole as new nanomolar inhibitor of glycogen phosphorylase, potential antidiabetic agent

  摘要：

  2-Naphthyl-substituted glucopyranosylidene-spiro-oxathiazole prepared following a novel design principle was found to be the best known glucose analogue inhibitor of rabbit muscle glycogen phosphorylase b (K-i 160 nM). (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.08.052