methyl (4R,5S)-5-(hydroxymethyl)-2-phenyl-1,3-dioxolane-4-carboxylate | 926919-34-8

• 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: methyl (4R,5S)-5-(hydroxymethyl)-2-phenyl-1,3-dioxolane-4-carboxylate
• CAS: 926919-34-8
• 化学式: C₁₂H₁₄O₅
• 分子量: 238.24
• InChiKey: UFNDEMDBYBAUKP-YPBKCWQDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 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：

  methyl (4R,5S)-5-(hydroxymethyl)-2-phenyl-1,3-dioxolane-4-carboxylate 在 四氮唑 、 间氯过氧苯甲酸 、 cesium fluoride 作用下， 以 二氯甲烷 为溶剂， 生成 2,2,2-trifluoro-1-[(4R,5S)-5-[[oxido-bis(phenylmethoxy)phosphaniumyl]oxymethyl]-2-phenyl-1,3-dioxolan-4-yl]ethanone
  参考文献：
  名称：

  Synthesis and activity of two trifluorinated analogues of 1-deoxy-d-xylulose 5-phosphate

  摘要：

  An improved synthesis of 1,1,1-trifluoro-1-deoxy-D-xylulose 5-phosphate and an access to the reduced diastereomermixture analogues 1,1,1-trifluoro-1-deoxy-D-xylitol 5-phosphate and 1,1,1-trifluoro-1-deoxy-D-lyxitol 5-phosphate are described. Inhibitor activity of all compounds on the MEP pathway for isoprenoid biosynthesis was evaluated. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.11.091
• 作为产物：
  描述：

  dimethyl 2,3-O-benzylidene-L-tartrate 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 以88%的产率得到methyl (4R,5S)-5-(hydroxymethyl)-2-phenyl-1,3-dioxolane-4-carboxylate
  参考文献：
  名称：

  Synthesis and activity of two trifluorinated analogues of 1-deoxy-d-xylulose 5-phosphate

  摘要：

  An improved synthesis of 1,1,1-trifluoro-1-deoxy-D-xylulose 5-phosphate and an access to the reduced diastereomermixture analogues 1,1,1-trifluoro-1-deoxy-D-xylitol 5-phosphate and 1,1,1-trifluoro-1-deoxy-D-lyxitol 5-phosphate are described. Inhibitor activity of all compounds on the MEP pathway for isoprenoid biosynthesis was evaluated. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.11.091

文献信息

• Synthesis and activity of two trifluorinated analogues of 1-deoxy-d-xylulose 5-phosphate
  作者：Odile Meyer、Catherine Grosdemange-Billiard、Denis Tritsch、Michel Rohmer

  DOI：10.1016/j.tetlet.2006.11.091

  日期：2007.1

  An improved synthesis of 1,1,1-trifluoro-1-deoxy-D-xylulose 5-phosphate and an access to the reduced diastereomermixture analogues 1,1,1-trifluoro-1-deoxy-D-xylitol 5-phosphate and 1,1,1-trifluoro-1-deoxy-D-lyxitol 5-phosphate are described. Inhibitor activity of all compounds on the MEP pathway for isoprenoid biosynthesis was evaluated. (c) 2006 Elsevier Ltd. All rights reserved.