dibenzyl 1-oxo-1-phenylpropan-2-yl phosphate

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: dibenzyl 1-oxo-1-phenylpropan-2-yl phosphate
• 英文别名: phosphoric acid dibenzyl ester (1-oxophenylprop-2-yl) ester；Dibenzyl (1-oxo-1-phenylpropan-2-yl) phosphate
• 化学式: C₂₃H₂₃O₅P
• 分子量: 410.406
• InChiKey: OPTPMELAZZKKBI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  29
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  dibenzyl 1-oxo-1-phenylpropan-2-yl phosphate 在 过氧化脲素 、 三氟乙酸酐 作用下， 以 二氯甲烷 为溶剂， 反应 15.0h， 以59%的产率得到phosphoric acid dibenzyl ester (1-benzoyloxyethyl) ester
  参考文献：
  名称：

  [EN] METHODS OF SYNTHESIS OF ACYLOXYALKYL COMPOUNDS
  [FR] SYNTHESE DE COMPOSES ACYLOXYALKYLIQUES

  摘要：

  公开号：

  WO2005010011A3
• 作为产物：
  描述：

  亚磷酸二苄酯 、 苯丙酮 在 di-iodine pentaoxide 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 乙腈 为溶剂， 反应 48.0h， 以60%的产率得到dibenzyl 1-oxo-1-phenylpropan-2-yl phosphate
  参考文献：
  名称：

  I2O5/DBU mediated direct α-phosphoryloxylation of ketones with H-phosphonates leading to α-hydroxyketone phosphates

  摘要：

  A simple and convenient procedure has been developed for the construction of alpha-hydroxyketone phosphates via I2O5/DBU mediated direct alpha-phosphoryloxylation of ketones with H-phosphonates. This new reaction proceeds through three steps involving alpha-iodination of ketones, oxidation of H-phosphonates, and nucleophilic substitution of alpha-iodo ketones to access a series of alpha-hydroxyketone phosphates of biological importance. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2015.07.017

文献信息

• METHODS FOR SYNTHESIS OF ACYLOXYALKYL COMPOUNDS
  申请人：Bhat Laxminarayan

  公开号：US20100041882A1

  公开（公告）日：2010-02-18

  Disclosed herein are methods for synthesizing 1-(acyloxy)-alkyl prodrug derivatives of drugs through oxidation of 1-acyl-alkyl derivatives of drugs under anhydrous reaction conditions. The methods typically proceed stereospecifically, in high yield, do not require the use of activated intermediates and/or toxic compounds and are readily amenable to scale-up.
• US7662987B2
  申请人：——

  公开号：US7662987B2

  公开（公告）日：2010-02-16
• US8017776B2
  申请人：——

  公开号：US8017776B2

  公开（公告）日：2011-09-13
• I2O5/DBU mediated direct α-phosphoryloxylation of ketones with H-phosphonates leading to α-hydroxyketone phosphates
  作者：Chunli Liu、Wei Wei、Daoshan Yang、Yuanyuan Zheng、Yanshuai Bi、Min Chen、Hua Wang

  DOI：10.1016/j.tet.2015.07.017

  日期：2015.9

  A simple and convenient procedure has been developed for the construction of alpha-hydroxyketone phosphates via I2O5/DBU mediated direct alpha-phosphoryloxylation of ketones with H-phosphonates. This new reaction proceeds through three steps involving alpha-iodination of ketones, oxidation of H-phosphonates, and nucleophilic substitution of alpha-iodo ketones to access a series of alpha-hydroxyketone phosphates of biological importance. (C) 2015 Elsevier Ltd. All rights reserved.
• [EN] METHODS OF SYNTHESIS OF ACYLOXYALKYL COMPOUNDS<br/>[FR] SYNTHESE DE COMPOSES ACYLOXYALKYLIQUES
  申请人：XENOPORT INC

  公开号：WO2005010011A3

  公开（公告）日：2005-06-16