1,2,3,4,6-penta-O-acetyl-5-thio-β-L-idopyranose | 10414-30-9

• 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: 1,2,3,4,6-penta-O-acetyl-5-thio-β-L-idopyranose
• 英文别名: 1,2,3,4,6-penta-O-acetyl-5-thio-L-idopyranose；[(2S,3S,4S,5R,6S)-3,4,5,6-tetraacetyloxythian-2-yl]methyl acetate
• CAS: 10414-30-9
• 化学式: C₁₆H₂₂O₁₀S
• 分子量: 406.411
• InChiKey: RFPPVTQRDZKNPS-NPJQDHAYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  27
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  157
• 氢给体数：
  0
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  乙酸酐 、 (3R,4S,5S,6S)-6-Hydroxymethyl-tetrahydro-thiopyran-2,3,4,5-tetraol 在 吡啶 作用下， 反应 19.0h， 以44%的产率得到1,2,3,4,6-penta-O-acetyl-5-thio-β-L-idopyranose
  参考文献：
  名称：

  Synthesis of derivatives of 5-thio- l -idose

  摘要：

  DOI：

  10.1016/0008-6215(92)84155-l

文献信息

• Process for selective production of aryl 5-thio-beta-d- aldohexopyranosides
  申请人：Sato Masakazu

  公开号：US20050256317A1

  公开（公告）日：2005-11-17

  The present invention provides a method for preparing an aryl 5-thio-β-D-aldohexopyranoside derivative of Formula (III), which comprises reacting a 5-thio-D-aldohexopyranose derivative of Formula (I) with Ar—OH of Formula (II) in the presence of a phosphine represented by PR 11 R 12 R 13 and an azo reagent represented by R 21 —N═N—R 22 in accordance with the following scheme.

  本发明提供了一种制备式（III）的芳基5-硫代β-D-醛基己糖苷衍生物的方法，其中包括在磷化物PR11R12R13和偶氮试剂R21-N═N-R22的存在下，将式（I）的5-硫代-D-醛基己糖苷衍生物与式（II）的Ar—OH反应，反应方案如下：
• Aryl 5-thio-beta-d-glucopyranoside derivatives and remedies for diabetes containing the same
  申请人：Sato Masakazu

  公开号：US20050209309A1

  公开（公告）日：2005-09-22

  There is provided a 5-thio-β-D-glucopyranoside compound of the following formula, which has an inhibitory effect on SGLT2 activity, or a pharmaceutically acceptable salt thereof or a hydrate thereof. There is also provided a pharmaceutical preparation, particularly a prophylactic or therapeutic agent for diabetes, diabetes-related diseases or diabetic complications, which comprises such a compound as an active ingredient.

  提供了一种具有SGLT2活性抑制作用的5-硫代-β-D-葡萄糖吡喃糖苷化合物，或其药学上可接受的盐或水合物。还提供了一种制药制剂，特别是预防或治疗糖尿病、糖尿病相关疾病或糖尿病并发症的药物，其包含该化合物作为活性成分。
• Heteroaryl 5-thio-beta-d-gucopyranoside derivatives and therapeutic agents for diabetes containing the same
  申请人：Kakinuma Hiroyuki

  公开号：US20060194809A1

  公开（公告）日：2006-08-31

  There is provided a heteroaryl 5-thio-β-D-glucopyranoside compound of the following formula, which has an inhibitory effect on SGLT2 activity, or a pharmaceutically acceptable salt thereof or a hydrate thereof. There is also provided a pharmaceutical preparation, particularly a prophylactic or therapeutic agent for diabetes, diabetes-related diseases or diabetic complications, which comprises such a compound as an active ingredient.

  提供了下列公式的杂环基5-硫基-β-D-葡萄糖苷化合物，该化合物对SGLT2活性具有抑制作用，或其药学上可接受的盐或水合物。还提供了一种制药制剂，特别是预防或治疗糖尿病、糖尿病相关疾病或糖尿病并发症的药物，该制剂包含该化合物作为活性成分。
• ARYL 5-THIO-D-GLUCOPYRANOSIDE DERIVATIVES AND REMEDIES FOR DIABETES CONTAINING THE SAME
  申请人：TAISHO PHARMACEUTICAL CO., LTD

  公开号：EP1528066A1

  公开（公告）日：2005-05-04

  There is provided a 5-thio-β-D-glucopyranoside compound of the following formula, which has an inhibitory effect on SGLT2 activity, or a pharmaceutically acceptable salt thereof or a hydrate thereof. There is also provided a pharmaceutical preparation, particularly a prophylactic or therapeutic agent for diabetes, diabetes-related diseases or diabetic complications, which comprises such a compound as an active ingredient.

  本发明提供了对 SGLT2 活性具有抑制作用的下式 5-硫代-β-D-吡喃葡萄糖苷化合物，或其药学上可接受的盐或其水合物。本发明还提供了一种药物制剂，特别是糖尿病、糖尿病相关疾病或糖尿病并发症的预防或治疗药物，该药物制剂包含此类化合物作为活性成分。
• PROCESS FOR SELECTIVE PRODUCTION OF ARYL 5-THIO-BETA-D-ALDOHEXOPYRANOSIDES
  申请人：TAISHO PHARMACEUTICAL CO., LTD

  公开号：EP1541578A1

  公开（公告）日：2005-06-15

  The present invention provides a method for preparing an aryl 5-thlo-β-D-aldohexopyranoside derivative of Formula (III), which comprises reacting a 5-thio-D-aldohexopyranose derivative of Formula (I) with Ar-OH of Formula (II) in the presence of a phosphine represented by PR11R12R13 and an azo reagent represented by R21-N=N-R22 in accordance with the following scheme.

  本发明提供了一种制备式(III)的芳基 5-thlo-β-D-aldohexopyranoside衍生物的方法，该方法包括在以 PR11R12R13 为代表的膦和以 R21-N=N-R22 为代表的偶氮试剂存在下，使式(I)的 5-thio-D-aldohexopyranose衍生物与式(II)的 Ar-OH 按下述方案反应。