Phosphoric acid 2-hydroxy-2-phenylethyl dimethyl ester

• 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
• 英文名称: Phosphoric acid 2-hydroxy-2-phenylethyl dimethyl ester
• 英文别名: (2-Hydroxy-2-phenylethyl) dimethyl phosphate
• 化学式: C₁₀H₁₅O₅P
• 分子量: 246.2
• InChiKey: UDXFPIFGARNXHL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  65
• 氢给体数：
  1
• 氢受体数：
  5

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  苯基乙二醇	phenylethane 1,2-diol	93-56-1	C8H10O2	138.166

反应信息

• 作为产物：
  描述：

  苯基乙二醇 、 三甲氧基磷 在 吡啶 、 四溴化碳 作用下， 反应 10.0h， 以72%的产率得到Phosphoric acid 2-hydroxy-2-phenylethyl dimethyl ester
  参考文献：
  名称：

  A Mild Preparation of Protected Phosphate Esters From Alcohols

  摘要：

  Treatment of a wide variety of alcohols with trimethyl phosphite and carbon tetrabromide in pyridine leads to the formation of the corresponding dimethyl phosphate esters in high yields. The reaction is presumed to proceed by formation of an intermediate alkoxy trimethoxyphosphonium salt which undergoes selective demethylation by bromide. Poor yields are generally obtained if solvents other than pyridine are employed or if carbon tetrabromide is replaced by carbon tetrachloride. The mildness of the procedure is illustrated by the conversion of the highly acid sensitive 2-(4,4'-dimethoxytrityloxy)-1-phenylethanol to its dimethyl phosphate ester (74%) and the base sensitive N-CBZ-tyrosine-p-nitrophenyl ester to the corresponding O-(dimethyl phosphate ester) (82%). The availability of methods for the demethylation of methyl phosphate esters makes this oxidative phosphorylation reaction a mild and inexpensive method for the synthesis of protected phosphate esters.

  DOI：

  10.1021/jo00117a018

文献信息

• ANTIHYPERTENSIVE POLYOL COMPOUND AND DERIVATIVE THEREOF
  申请人：East China University of Science and Technology

  公开号：EP3906969A1

  公开（公告）日：2021-11-10

  The present invention provides a compound as represented by formula I, or a pharmaceutically acceptable salt or ester, a prodrug, an optical isomer, a stereoisomer, or a solvate thereof. The compound provided by the present invention can be used for preparing drugs for preventing or treating hypertension, or hypertension-related diseases, or pulmonary hypertension, or pulmonary hypertension-related diseases. The compound provided by the present invention has a different mechanism from existing drugs for treating hypertension and pulmonary hypertension, thereby laying a new material foundation for the development of drugs for treating hypertension and pulmonary hypertension.

  本发明提供了一种由式I代表的化合物，或其药用可接受的盐或酯，前药，光学异构体，立体异构体或其溶剂合物。本发明提供的化合物可用于制备用于预防或治疗高血压或与高血压相关疾病，或肺动脉高压或与肺动脉高压相关疾病的药物。本发明提供的化合物与现有用于治疗高血压和肺动脉高压的药物具有不同的机制，从而为开发用于治疗高血压和肺动脉高压的药物奠定了新的物质基础。
• [EN] ANTIHYPERTENSIVE POLYOL COMPOUND AND DERIVATIVE THEREOF<br/>[FR] COMPOSÉ POLYOL ANTIHYPERTENSEUR ET DÉRIVÉ DE CELUI-CI<br/>[ZH] 抗高血压的多元醇化合物及其衍生物
  申请人：UNIV EAST CHINA SCIENCE & TECH

  公开号：WO2020249117A1

  公开（公告）日：2020-12-17

  本发明提供式I所示化合物、或其药学上可接受的盐或酯、前药、光学异构体、立体异构体或溶剂合物。本发明的化合物能够用于制备预防或治疗高血压或高血压相关疾病或肺动脉高压或肺动脉高压相关疾病的药物。本发明的化合物与现有的治疗高血压和肺动脉高压的药物具备不同的机理，从而为开发高血压和肺动脉高压治疗药物奠定了全新的物质基础。
• A Mild Preparation of Protected Phosphate Esters From Alcohols
  作者：Vibha B. Oza、Robert C. Corcoran

  DOI：10.1021/jo00117a018

  日期：1995.6

  Treatment of a wide variety of alcohols with trimethyl phosphite and carbon tetrabromide in pyridine leads to the formation of the corresponding dimethyl phosphate esters in high yields. The reaction is presumed to proceed by formation of an intermediate alkoxy trimethoxyphosphonium salt which undergoes selective demethylation by bromide. Poor yields are generally obtained if solvents other than pyridine are employed or if carbon tetrabromide is replaced by carbon tetrachloride. The mildness of the procedure is illustrated by the conversion of the highly acid sensitive 2-(4,4'-dimethoxytrityloxy)-1-phenylethanol to its dimethyl phosphate ester (74%) and the base sensitive N-CBZ-tyrosine-p-nitrophenyl ester to the corresponding O-(dimethyl phosphate ester) (82%). The availability of methods for the demethylation of methyl phosphate esters makes this oxidative phosphorylation reaction a mild and inexpensive method for the synthesis of protected phosphate esters.