<(tetrahydrofurfuryl)oxy>diphenyphosphine | 33026-82-3

• 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: <(tetrahydrofurfuryl)oxy>diphenyphosphine
• 英文别名: phosphoric acid diphenyl ester tetrahydrofurfuryl ester；2-Hydroxymethyl-tetrahydrofuran-diphenylphosphat；Oxolan-2-ylmethyl diphenyl phosphate
• CAS: 33026-82-3
• 化学式: C₁₇H₁₉O₅P
• 分子量: 334.309
• InChiKey: JDMRTMBCDUKXIE-UHFFFAOYSA-N

物化性质

• 沸点：
  419.1±27.0 °C(Predicted)
• 密度：
  1.224 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  23
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  Diphenyl phosphorochloridite 在 臭氧 、 三乙胺 作用下， 生成 <(tetrahydrofurfuryl)oxy>diphenyphosphine
  参考文献：
  名称：

  Nouveaux trioxophosphetanes generateurs d'oxygene singulet a basse temperature

  摘要：

  DOI：

  10.1016/s0040-4039(00)98604-0

文献信息

• Reactive intermediates in the H-phosphonate synthesis of oligonucleotides
  作者：Nicholas Powles、John Atherton、Michael I. Page

  DOI：10.1039/c2ob07130d

  日期：——

  The formation of H-phosphonate diesters is an important step in the synthesis of oligonucleotides. Using diphenylchlorophosphate as the activator for the coupling step is often accompanied by side reactions as a result of self ‘capping’ and other reactions of the reactive intermediate. In the absence of base, the activation of ethyl H-phosphonate with diphenylchlorophosphate probably occurs through the intermediate formation of bis diethyl pyro-di-H-phosphonate rather than the expected diphenyl ethyl pyro-H-phosphonate. Pyridine acts as a nucleophilic catalyst converting diphenylchlorophosphate to its pyridinium adduct. Several side and unwanted reactions are quantified so that conditions to minimise these can be identified.

  H-磷酸酯二酯的形成是合成寡核苷酸的重要步骤。使用二苯基氯磷酸作为耦合步骤的活化剂，经常会伴随侧反应，这是由于反应中间体的自封闭和其他反应。在没有碱的情况下，使用二苯基氯磷酸活化乙基H-磷酸酯很可能是通过形成双二乙基热偏H-磷酸酯中间体，而不是预期的二苯基乙基热H-磷酸酯。吡啶作为亲核催化剂，将二苯基氯磷酸转化为其吡啶盐加成物。对几种侧反应和不需要的反应进行了量化，以便识别出最小化这些反应的条件。
• 3-Phosphono-2-(N-cyanoimino)thiazolidine derivatives, new phosphorylating agents for alcohols
  作者：Naoyoshi Maezaki、Akemi Furusawa、Yuki Hirose、Shuji Uchida、Tetsuaki Tanaka

  DOI：10.1016/s0040-4020(02)00312-5

  日期：2002.4

  We have developed new phosphorylating agents, 3-phosphono-2-(N-cyanoimino)-thiazolidine derivatives (3-phosphono-NCTs), which were readily synthesized by phosphorylation of NCT, and transformed primary and secondary alcohols into phosphates in good yield. The transfer of three kinds of dialkylphosphono groups [(PhO)(2)P(O)-, (EtO)(2)P(O)-, (Cl3CCH2O)(2)P(O)-] proceeded in excellent yields. Selective phosphorylation of various alcohols was also accomplished. (C) 2002 Elsevier Science Ltd. All rights reserved.
• EL, KHATIB, FAYEZ;TACHON, CH.;CAMINADE, A. -M.;KOENIG, M., TETRAHEDRON LETT., 1985, 26, N 25, 3007-3010
  作者：EL, KHATIB, FAYEZ、TACHON, CH.、CAMINADE, A. -M.、KOENIG, M.

  DOI：——

  日期：——
• Nouveaux trioxophosphetanes generateurs d'oxygene singulet a basse temperature
  作者：Fayez El Khatib、Christine Tachon、Anne-Marie Caminade、Max Koenig

  DOI：10.1016/s0040-4039(00)98604-0

  日期：1985.1