1,2-dimethylethenylene phosphorochloridate | 21949-38-2

• 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: 1,2-dimethylethenylene phosphorochloridate
• 英文别名: 1,2-dimethylethylene phosphorochloridate；CEP-CI；4,5-dimethyl-2-chloro-2-oxo-1,3,2-dioxaphosphole；2-chloro-2-oxo-4,5-dimethyl-1,3,2-λ⁵-dioxaphospholene；2-chloro-4,5-dimethyl-[1,3,2]dioxaphosphole 2-oxide；4,5-dimethyl-2-oxo-2-chloro-1,3,2-dioxaphosphole；2-Chlor-4.5-dimethyl-2-oxo-1.3.2-dioxaphosphol；2-Chloro-4,5-dimethyl-2-oxo-1,3-dioxaphosphole；4,5-Dimethyl-2-chlor-2-oxo-1,3,2-dioxaphosphol；2-Chloro-4,5-dimethyl-2H-1,3,2lambda~5~-dioxaphosphol-2-one；2-chloro-4,5-dimethyl-1,3,2λ5-dioxaphosphole 2-oxide
• CAS: 21949-38-2
• 化学式: C₄H₆ClO₃P
• 分子量: 168.517
• InChiKey: GKUGLAJLUCFMOR-UHFFFAOYSA-N

物化性质

• 沸点：
  180.8±23.0 °C(Predicted)
• 密度：
  1.40±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  氯化胆碱 、 1,2-dimethylethenylene phosphorochloridate 在 (S)-2-[3]pyridyl-pyrrolidine-1-carboxylic acid amide 作用下， 以 乙腈 为溶剂， 生成 1,2-Dimethylethenylendioxyphosphorylcholin
  参考文献：
  名称：

  Synthesis of lecithin analogs by means of cyclic enediol phosphates. Derivatives of 1-octadecanol and of cholesterol

  摘要：

  DOI：

  10.1021/jo00406a005
• 作为产物：
  描述：

  N-(1,2-二甲基乙烯亚基二氧基磷酰)咪唑 在 盐酸 作用下， 以 苯 为溶剂， 生成 1,2-dimethylethenylene phosphorochloridate
  参考文献：
  名称：

  Acetoin Enediol Cyclophosphorochloridate

  摘要：

  DOI：

  10.1055/s-1975-23862

文献信息

• Synthesis of deoxyribotetranucleotides by the cyclic enediol phosphorylation method
  作者：Fausto Ramirez、Terrence E. Gavin、Sukhendu B. Mandal、Shripad V. Kelkar、James F. Marecek

  DOI：10.1016/s0040-4020(01)91932-5

  日期：——

  Full experimental details are given for the application of the di(1,2-dimethylethenylene)pyrophosphate method of phosphodiester synthesis to the conversion of deoxyribonucleosides into deoxyribodinucleotides in the dG, dA, dC and dT families. N-(1,2-dimethylethenylenedioxyphosphoryl) imidazole is superior to the corresponding pyrophosphate as a reagent for the conversion of deoxyribodinucleotides into

  给出了磷酸二酯合成的二（1,2-二甲基亚乙基亚乙基）焦磷酸盐方法在dG，dA，dC和dT家族中将脱氧核糖核苷转化为脱氧核糖二核苷酸的完整实验细节。作为用于将脱氧核糖二核苷酸转化为脱氧核糖四核苷酸的试剂，N-（1,2-二甲基亚乙二基二氧基磷酰基）咪唑优于相应的焦磷酸盐。
• Bifunctional phosphoric acid–phosphine oxide extractants: synthesis and complexes with uranium-(<scp>IV</scp>) and -(<scp>VI</scp>) and iron(<scp>III</scp>)
  作者：Rina Arad-Yellin、Mendel Zangen、Hugo Gottlieb、Abraham Warshawsky

  DOI：10.1039/dt9900002081

  日期：——

  A bifunctional extractant (HL) carrying phosphine oxide and phosphoric acid complexing centres has been synthesized by the cyclic enediol phosphate method, using a two-step reaction with dihexyl(hydroxymethyl)phosphine oxide and 2-ethylhexanol. The bifunctional complexant complexes both UIV and UVI. The complexation process, as shown by 31P n.m.r. spectroscopy, involves both the R3PO and (R′O)2PO2H

  通过与二己基（羟甲基）氧化膦和2-乙基己醇的两步反应，通过环状烯二醇磷酸法合成了带有氧化膦和磷酸络合中心的双功能萃取剂（HL）。双功能的络合物既有U IV也有U VI。络合处理，如图31 P NMR光谱法，包括将R 2均3 P O和（R'O）2个PO 2个ħ中心（R c ^ 6 ħ 13，R' Ç 8 ħ 17）。化合物HL以氢键结合的形式存在于有机（己烷）相中。U VI（NO 3 –），U IV（Cl –，NO 3 –或HPO 4 2–）和Fe（Cl –或SCN –）参与复杂结构中的阴离子很明显。
• In vitro evaluation of phosphocholine and quaternary ammonium containing lipids as novel anti-HIV agents
  作者：Karen L. Meyer、Canino J. Marasco、Susan L. Morris-Natschke、Khalid S. Ishaq、Claude Piantadosi、Louis S. Kucera

  DOI：10.1021/jm00108a021

  日期：1991.4

  A series of synthetic lipids containing a two- or three-carbon backbone substituted with a thio, oxy, or amidoalkyl functionality and either a phosphocholine or quaternary ammonium moiety was evaluated as potential anti-HIV-1 agents. Several analogues were identified as possessing activity with the most promising compound being rac-3-octadecanamido-2-ethoxypropylphosphocholine (8). Compound 8 exhibited an IC50 for the inhibition of plaque formation of 0.16-mu-M which was 84-fold lower than the IC50 value determined for CEM-SS cell growth inhibition. Initial mechanistic studies have indicated that these compounds, unlike AZT, are not reverse transcriptase (RT) inhibitors, but instead appear to inhibit a late step in HIV replication involving virus assembly and infectious virus production. Since these lipids are acting via a different mechanism, they represent an alternative approach to the chemotherapeutic treatment of AIDS as well as candidates for combination therapy with AZT.
• Conformation of the choline phosphate zwitterion. Crystal and molecular structure of cyclopentylphosphorylcholine monohydrate, [(CH3)3N+CH2CH2O](c-C5H9O)P(O).lovin.O.H2O
  作者：Raghupathy Sarma、Fausto Ramirez、Poojappan Narayanan、Brian McKeever、Hiroshi Okazaki、James F. Marecek

  DOI：10.1021/ja00482a023

  日期：1978.7
• Trigalo, Francois; Charon, Daniel; Szabo, Ladislas, Journal of the Chemical Society. Perkin transactions I, 1988, p. 2243 - 2250
  作者：Trigalo, Francois、Charon, Daniel、Szabo, Ladislas

  DOI：——

  日期：——