dibenzyl erythronic acid benzyl ester | 1293913-17-3

• 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 benzyl ester
• 英文别名: benzyl (2R,3R)-4-hydroxy-2,3-bis(phenylmethoxy)butanoate
• CAS: 1293913-17-3
• 化学式: C₂₅H₂₆O₅
• 分子量: 406.478
• InChiKey: HHRNKJMQASBBTG-DNQXCXABSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  30
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  65
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  dibenzyl erythronic acid benzyl ester 、 二苯基N,N'-二异丙基亚磷酰胺 在 四氮唑 、 叔丁基过氧化氢 作用下， 以 乙腈 、 癸烷 为溶剂， 反应 3.0h， 以76%的产率得到benzyl (2R,3R)-4-bis(phenylmethoxy)phosphoryloxy-2,3-bis(phenylmethoxy)butanoate
  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：

  溴甲苯 在 lithium hydroxide monohydrate 、 silver(l) oxide 作用下， 以 乙醚 、 二氯甲烷 、 水 为溶剂， 反应 60.33h， 生成 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

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.