(3S,4R,5R)-dibenzyl 5-(benzyloxy)-4-hydroxypiperidine-1,3-dicarboxylate | 873664-57-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (3S,4R,5R)-dibenzyl 5-(benzyloxy)-4-hydroxypiperidine-1,3-dicarboxylate
• 英文别名: dibenzyl (3S,4R,5R)-4-hydroxy-5-phenylmethoxypiperidine-1,3-dicarboxylate
• CAS: 873664-57-4
• 化学式: C₂₈H₂₉NO₆
• 分子量: 475.541
• InChiKey: GDOUSZYFIFTUIL-JIMJEQGWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  35
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  85.3
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (3S,4R,5R)-dibenzyl 5-(benzyloxy)-4-hydroxypiperidine-1,3-dicarboxylate 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 生成
  参考文献：
  名称：

  A proline-catalyzed aldol approach to the synthesis of 1-N-iminosugars of the d-glucuronic acid type

  摘要：

  A new synthetic route to 1-N-iminosugars of glucuronic acid type (e.g., 1) has been developed employing proline-catalyzed aldol reaction as a key step. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.11.153
• 作为产物：
  描述：

  dibenzyl (3S,4R,5R)-4-(2-chloroacetyl)oxy-5-phenylmethoxypiperidine-1,3-dicarboxylate 在 2,6-二甲基吡啶 、 硫脲 作用下， 以 甲醇 为溶剂， 以95%的产率得到(3S,4R,5R)-dibenzyl 5-(benzyloxy)-4-hydroxypiperidine-1,3-dicarboxylate
  参考文献：
  名称：

  A proline-catalyzed aldol approach to the synthesis of 1-N-iminosugars of the d-glucuronic acid type

  摘要：

  A new synthetic route to 1-N-iminosugars of glucuronic acid type (e.g., 1) has been developed employing proline-catalyzed aldol reaction as a key step. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.11.153

文献信息

• Azasugar derivatives, heparanase inhibitors, method for preparing same, compositions containing same, use thereof
  申请人：PETITOU Maurice

  公开号：US20070270354A1

  公开（公告）日：2007-11-22

  The invention concerns heparanase inhibiting compounds of general formula (I) wherein R represents a hydrogen atom, an hydroxyl radical, a —OSO 3 − radical, a —O—(C 1 -C 5 )alkyl radical or an —O— aralkyl radical; Z represents a COO − radical or a hydroxyl radical; X represents —OH or a saccharide unit of formula A, Y represents H, C 1 -C 5 alkyl or a saccharide unit of formula D; in free form or in the form of pharmaceutically acceptable salts formed with a base or an acid as well as in the form of solvates or hydrates. The derivatives of the invention are useful as medicines.

  该发明涉及通式（I）的肝素酶抑制化合物，其中R代表氢原子、羟基自由基、—OSO3−自由基、—O—（C1-C5）烷基自由基或—O—芳基烷基自由基；Z代表COO−自由基或羟基自由基；X代表—OH或通式A的糖单元；Y代表H、C1-C5烷基或通式D的糖单元；以游离形式或形成与碱或酸的药用可接受盐、溶剂化合物或水合物的形式存在。该发明的衍生物可用作药物。
• AZASUGAR DERIVATIVES, HEPARANASE INHIBITORS, METHOD FOR PREPARING SAME, COMPOSITIONS CONTAINING SAME, USE THEREOF
  申请人：PETITOU Maurice

  公开号：US20120065153A1

  公开（公告）日：2012-03-15

  The invention concerns heparanase inhibiting compounds of general formula (I) wherein R represents a hydrogen atom, an hydroxyl radical, a —OSO 3 — radical, a —O—(C 1 -C 5 )alkyl radical or an —O— aralkyl radical; Z represents a COO − radical or a hydroxyl radical; X represents —OH or a saccharide unit of formula A, Y represents H, C 1 -C 5 alkyl or a saccharide unit of formula D; in free form or in the form of pharmaceutically acceptable salts formed with a base or an acid as well as in the form of solvates or hydrates. The derivatives of the invention are useful as medicines.