(2R,4aR,6S,7R,8R,8aS)-2-Phenyl-6-(9H-xanthen-9-ylsulfanyl)-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol | 497835-23-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: (2R,4aR,6S,7R,8R,8aS)-2-Phenyl-6-(9H-xanthen-9-ylsulfanyl)-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol
• CAS: 497835-23-1
• 化学式: C₂₆H₂₄O₆S
• 分子量: 464.539
• InChiKey: GPYWSFGDRBQSRI-WCQONYCWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.18
• 重原子数：
  33.0
• 可旋转键数：
  3.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  77.38
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 (2R,4aR,6S,7R,8R,8aS)-2-Phenyl-6-(9H-xanthen-9-ylsulfanyl)-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol 在 吡啶 作用下， 以89%的产率得到
  参考文献：
  名称：

  The S -xanthenyl group: potential for application in the synthesis of thioglycosides

  摘要：

  The S-xanthenyl (Xan) group was demonstrated to have potential as a convenient protecting group for 1-thiosugars in the synthesis of thioglycosides. Easily introduced by reaction of a 1-thiosugar with 9-hydroxyxanthene in the presence of catalytic TFA, the S-Xan group is compatible with a wide range of functionalities and protecting groups. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)02070-1
• 作为产物：
  描述：

  2,3,4,6-tetra-O-acetyl-1-thio-D-glucopyranose 在 甲酸 、 sodium methylate 、 三氟乙酸 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 1.5h， 生成 (2R,4aR,6S,7R,8R,8aS)-2-Phenyl-6-(9H-xanthen-9-ylsulfanyl)-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol
  参考文献：
  名称：

  The S -xanthenyl group: potential for application in the synthesis of thioglycosides

  摘要：

  The S-xanthenyl (Xan) group was demonstrated to have potential as a convenient protecting group for 1-thiosugars in the synthesis of thioglycosides. Easily introduced by reaction of a 1-thiosugar with 9-hydroxyxanthene in the presence of catalytic TFA, the S-Xan group is compatible with a wide range of functionalities and protecting groups. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)02070-1