2,5-二乙氧基-1,4-二烷-2,5-双(磷酸甲酯)钡盐 | 113125-24-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磷酸及其衍生物
• 中文名称: 2,5-二乙氧基-1,4-二烷-2,5-双(磷酸甲酯)钡盐
• 中文别名: 2,5-二乙氧基-1,4-二烷-2,5-二基二甲基二磷酸酯钡盐；二羟基丙酮磷酸酯乙基半缩醛二聚体钡盐
• 英文名称: 2,5-diethoxy-1,4-dioxane-2,5-di(methyl phosphate) dibarium salt
• 英文别名: dimeric dihydroxyacetone phosphate ethyl hemiacetal barium salt
• CAS: 113125-24-9
• 化学式: 2Ba*C₁₀H₁₈O₁₂P₂
• 分子量: 666.853
• InChiKey: GURMPBCCNZJEJF-UHFFFAOYSA-J

计算性质

• 辛醇/水分配系数(LogP)：
  -3.19
• 重原子数：
  25.0
• 可旋转键数：
  10.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  181.76
• 氢给体数：
  0.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  2,5-二乙氧基-1,4-二烷-2,5-双(磷酸甲酯)钡盐 在 Dowex 50 WX₈ (H⁺-form) 、 水 作用下， 反应 8.0h， 生成 1-羟基-3-(磷酰氧基)-2-丙酮
  参考文献：
  名称：

  Biosynthesis of Terpenoids:  Efficient Multistep Biotransformation Procedures Affording Isotope-Labeled 2C-Methyl-d-erythritol 4-Phosphate Using Recombinant 2C-Methyl-d-erythritol 4-Phosphate Synthase

  摘要：

  This paper describes the recombinant expression of the ispC gene of Escherichia coli specifying 2C-methyl-D-erythritol 4-phosphate synthase in a modified form that can be purified efficiently by metal-chelating chromatography. The enzyme was used for the preparation of isotope-labeled 2C-methyl-D-erythritol 4-phosphate employing isotope-labeled glucose and pyruvate as starting materials. The simple one-pot methods described afford numerous isotopomers of 2C-methyl-D-erythritol 4-phosphate carrying H-3, C-13, or C-14 from commercially available precursors. The overall yield based on the respective isotope-labeled starting material is approximately 50%.

  DOI：

  10.1021/jo015890v
• 作为产物：
  描述：

  2,5-Diethoxy-p-dioxane-2,5-dimethanol 、 diphenyl-N,N-diethylphosphoramidite 在 双氧水 作用下， 生成 2,5-二乙氧基-1,4-二烷-2,5-双(磷酸甲酯)钡盐
  参考文献：
  名称：

  磷酸二羟基丙酮的改进合成

  摘要：

  已经开发了用于合成磷酸二羟基丙酮（DHAP）的改进方法。在1,2,4-三唑或四唑存在下，2,5-二乙氧基对二恶烷-2,5-二甲醇（1）与三价磷酸化试剂二苄基-N，N-二乙基亚磷酰胺（DDP）的反应用H 2 O 2氧化得到2，5-二乙氧基-对-二恶烷-2，5-二甲醇-O-2 1 -O-5 1-双（磷酸）四苄酯（2），产率为98％。然后将化合物2在H 2 -Pd / C存在下氢化，中和后得到2,5-二乙氧基-对二恶烷-2,5-二甲醇-O-2 1 -O-5 1-双（磷酸盐）稳定的三钠盐（3），收率84％。用Dowex 50（H +）处理3会生成2当量的DHAP。

  DOI：

  10.1016/s0040-4020(01)81796-8

文献信息

• Enzyme-Assisted Preparation of Isotope-Labeled 1-Deoxy-<scp>d</scp>-xylulose 5-Phosphate
  作者：Stefan Hecht、Klaus Kis、Wolfgang Eisenreich、Sabine Amslinger、Juraithip Wungsintaweekul、Stefan Herz、Felix Rohdich、Adelbert Bacher

  DOI：10.1021/jo0100300

  日期：2001.6.1

  Recombinant l-deoxy-D-xylulose 5-phosphate synthase of Bacillus subtilis was used for the preparation of isotope-labeled 1-deoxy-D-xylulose 5-phosphate using isotope-labeled glucose and/ or isotope-labeled pyruvate as starting materials. The simple one-pot methods described afford almost every conceivable isotopomer of l-deoxy-rt-xylulose 5-phosphate carrying C-13 Or C-14 from commercially available precursors with an overall yield around 50%.
• Biosynthesis of Isoprenoids. A Rapid Method for the Preparation of Isotope-Labeled 4-Diphosphocytidyl-2<i>C</i>-methyl-<scp>d</scp>-erythritol
  作者：Felix Rohdich、Christoph A. Schuhr、Stefan Hecht、Stefan Herz、Juraithip Wungsintaweekul、Wolfgang Eisenreich、Meinhart H. Zenk、Adelbert Bacher

  DOI：10.1021/ja001385o

  日期：2000.10.1

  4-Diphosphocytidyl-2C-methyl-D-erythritol serves as an intermediate in the nonmevalonate pathway of isoprenoid biosynthesis. The compound has been prepared in millimole quantity by a sequence of one-pot reactions using C-13-labeled pyruvate and dihydroxyacetone phosphate or C-13-labeled glucose as starting materials and recombinant enzymes of the nonmevalonate isoprenoid pathway as catalysts. The method has been used for the preparation of various 4-diphosphocytidyl-2C-methyl-D-erythritol isotopomers in high yield.