2,3,4,6-tetra-O-acetyl-5-thio-β-D-glucopyranosyl bromide | 84039-45-2

• 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: 2,3,4,6-tetra-O-acetyl-5-thio-β-D-glucopyranosyl bromide
• 英文别名: 2,3,4,6-tetra-O-acetyl-5-thio-β-D-gluopyranosyl bromide；2,3,4,6-Tetra-O-acetyl-5-thio-beta-D-glucopyranosyl bromide；[(2R,3S,4S,5R,6S)-3,4,5-triacetyloxy-6-bromothian-2-yl]methyl acetate
• CAS: 84039-45-2
• 化学式: C₁₄H₁₉BrO₈S
• 分子量: 427.27
• InChiKey: BTYFSHURCAIDLA-RKQHYHRCSA-N

物化性质

• 沸点：
  430.2±45.0 °C(Predicted)
• 密度：
  1.50±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  24
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  131
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  2,3,4,6-tetra-O-acetyl-5-thio-β-D-glucopyranosyl bromide 在 potassium disulphite 、 硫脲 、 丁酮 作用下， 生成
  参考文献：
  名称：

  Joseph, Benoit; Rollin, Patrick, Phosphorus, Sulfur and Silicon and the Related Elements, 1993, vol. 74, # 1-4, p. 467 - 468

  摘要：

  DOI：
• 作为产物：
  描述：

  1,2,3,4,6-penta-O-acetyl-5-thio-α,β-D-glucopyranose 在 氢溴酸 作用下， 以 二氯甲烷 、 溶剂黄146 为溶剂， 反应 24.0h， 生成 2,3,4,6-tetra-O-acetyl-5-thio-β-D-glucopyranosyl bromide 、 2,3,4,6-tetra-O-acetyl-5-thio-α-D-glucopyranosyl bromide
  参考文献：
  名称：

  Synthesis and properties of 2,3,4,6-tetra-O-acetyl-5-thio-α- and -β-d-glucopyranosyl bromide

  摘要：

  DOI：

  10.1016/s0008-6215(00)81800-5

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：
• Method for selective preparation of aryl 5-thio-β-D-aldohexopyranosides
  申请人：Taisho Pharmaceutical Co., Ltd.

  公开号：US07250522B2

  公开（公告）日：2007-07-31

  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 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-硫基-β-D-醛基己糖衍生物的方法，包括在PR11R12R13和R21-N═N-R22所代表的膦和偶氮试剂的存在下，将式（I）的5-硫基-D-醛基己糖衍生物与式（II）的Ar-OH反应，具体反应方案如下：
• 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。
• Joseph, Benoit; Rollin, Patrick, Journal of Carbohydrate Chemistry, 1993, vol. 12, # 6, p. 719 - 729
  作者：Joseph, Benoit、Rollin, Patrick

  DOI：——

  日期：——
• US7250522B2
  申请人：——

  公开号：US7250522B2

  公开（公告）日：2007-07-31