dibenzyl erythronic acid | 1293913-16-2

• 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: dibenzyl erythronic acid
• 英文别名: (2R,3R)-4-Hydroxy-2,3-bis(phenylmethoxy)-butanoic Acid；(2R,3R)-4-hydroxy-2,3-bis(phenylmethoxy)butanoic acid
• CAS: 1293913-16-2
• 化学式: C₁₈H₂₀O₅
• 分子量: 316.354
• InChiKey: BDFMIPYELGLIOP-IAGOWNOFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  23
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  76
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  dibenzyl erythronic acid 、 二氮杂甲苯 以 二氯甲烷 为溶剂， 以1.22 g的产率得到dibenzyl erythronic acid benzyl ester
  参考文献：
  名称：

  A simple route for synthesis of 4-phospho-d-erythronate

  摘要：

  4-Phospho-D-erythronate is an intermediate in the synthesis of pyridoxal 5'-phosphate in some bacteria and an inhibitor of ribose 5-phosphate isomerase. Previous synthetic schemes for the preparation of 4-phospho-D-erythronate required expensive precursors and typically gave low yields. We report a straightforward synthesis of 4-phospho-D-erythronate from the inexpensive precursor D-erythronolactone in five steps with a preparatively useful yield of 22%. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.02.045
• 作为产物：
  描述：

  (2R,3R)-2,3-bis(benzyloxy)-4-hydroxybutanoic acid 1,4-lactone 在 lithium hydroxide monohydrate 作用下， 以 水 、 甲醇 为溶剂， 反应 48.33h， 生成 dibenzyl erythronic acid
  参考文献：
  名称：

  A simple route for synthesis of 4-phospho-d-erythronate

  摘要：

  4-Phospho-D-erythronate is an intermediate in the synthesis of pyridoxal 5'-phosphate in some bacteria and an inhibitor of ribose 5-phosphate isomerase. Previous synthetic schemes for the preparation of 4-phospho-D-erythronate required expensive precursors and typically gave low yields. We report a straightforward synthesis of 4-phospho-D-erythronate from the inexpensive precursor D-erythronolactone in five steps with a preparatively useful yield of 22%. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.02.045

文献信息

• A simple route for synthesis of 4-phospho-d-erythronate
  作者：Yehor Novikov、Shelley D. Copley、Bruce E. Eaton

  DOI：10.1016/j.tetlet.2011.02.045

  日期：2011.4

  4-Phospho-D-erythronate is an intermediate in the synthesis of pyridoxal 5'-phosphate in some bacteria and an inhibitor of ribose 5-phosphate isomerase. Previous synthetic schemes for the preparation of 4-phospho-D-erythronate required expensive precursors and typically gave low yields. We report a straightforward synthesis of 4-phospho-D-erythronate from the inexpensive precursor D-erythronolactone in five steps with a preparatively useful yield of 22%. (C) 2011 Elsevier Ltd. All rights reserved.