2-cyanoethyl 2-bromoethyl N,N-diisoproylamino phosphite | 132270-46-3

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-cyanoethyl 2-bromoethyl N,N-diisoproylamino phosphite
• 英文别名: 2-cyanoethyl-2-bromoethyl-(N,N-di-i-propylamino)phosphoramidite；3-{[(2-Bromoethoxy)(diisopropylamino)phosphanyl]oxy}propanenitrile；3-[2-bromoethoxy-[di(propan-2-yl)amino]phosphanyl]oxypropanenitrile
• CAS: 132270-46-3
• 化学式: C₁₁H₂₂BrN₂O₂P
• 分子量: 325.186
• InChiKey: KNBSHWGUVVFVEE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  17
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  45.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-cyanoethyl 2-bromoethyl N,N-diisoproylamino phosphite 在 吡啶 、 四氮唑 、 碘 作用下， 以 四氢呋喃 、 水 、 乙腈 为溶剂， 反应 1.25h， 生成 5-(tert-Butyl-dimethyl-silanyloxy)-octadecanoic acid (R)-2-[(2-bromo-ethoxy)-(2-cyano-ethoxy)-phosphoryloxy]-1-hexadecanoyloxymethyl-ethyl ester
  参考文献：
  名称：

  使用逆亚磷酸三酯方法合成磷脂

  摘要：

  由烯丙基保护的前体制备的1,2-二酰基甘油通过与二烷基亚磷酰胺的酸催化偶联转变为甘油磷脂酰胆碱，然后进行一步脱保护-取代反应。

  DOI：

  10.1039/c39900001497
• 作为产物：
  描述：

  2-氰乙基N,N-二异丙基氯亚磷酰胺 、 2-溴乙醇 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以100%的产率得到2-cyanoethyl 2-bromoethyl N,N-diisoproylamino phosphite
  参考文献：
  名称：

  使用逆亚磷酸三酯方法合成磷脂

  摘要：

  由烯丙基保护的前体制备的1,2-二酰基甘油通过与二烷基亚磷酰胺的酸催化偶联转变为甘油磷脂酰胆碱，然后进行一步脱保护-取代反应。

  DOI：

  10.1039/c39900001497

文献信息

• Synthesis and Aggregate Morphology of Protoporphyrin IX Derivative Having Phospholipid Residue
  作者：Teruyuki Komatsu、Kenji Arai、Hiroyuki Nishide、Eishun Tsuchida

  DOI：10.1246/cl.1993.1949

  日期：1993.11

  A protoporphyrin IX derivative having a phospholipid residue (lipid-porphyrin) was synthesized. The lipid-porphyrin itself formed an oval multilamellar vesicle in an aqueous medium. The spectral features of the lipid-porphyrin vesicle indicated a stacked configuration of the porphyrin moiety.

  我们合成了一种具有磷脂残基的原卟啉 IX 衍生物（脂质卟啉）。脂质卟啉本身在水介质中形成一个椭圆形的多纤层囊泡。脂质-卟啉囊泡的光谱特征表明卟啉分子呈堆叠构型。
• ANTI-PAF ANTIBODIES
  申请人：SABBADINI Roger A.

  公开号：US20110212088A1

  公开（公告）日：2011-09-01

  Monoclonal antibodies to platelet activating factor (PAF) are described, along with methods for their production and use. Such antibodies can be formulated and used for therapeutic purposes, as well as for diagnosis and detection.

  本文描述了单克隆抗体对血小板活化因子（PAF）的制备和使用方法。这种抗体可以制备并用于治疗目的，以及用于诊断和检测。
• A new reagent for the removal of the 4-methoxybenzyl ether: application to the synthesis of unusual macrocyclic and bolaform phosphatidylcholines.
  作者：Normand Hebert、Alain Beck、R. Bruce Lennox、George Just

  DOI：10.1021/jo00032a033

  日期：1992.3

  The total synthesis of two novel polymerizable phosphatidylcholines has been accomplished using 3-(4-methoxybenzyl)-sn-glycerol 10 as starting material. Diacylation of 10 with 13-tetradecynoic acid followed by oxidative coupling of the alkynes gives the 32-membered glycerol macrocycle 17. Sequential acylation of 10 with palmitic acid and 15-hexadecynoic acid followed by oxidative coupling gives the bolaform 16, tethered at the 2-position of the glycerol. A new method for the cleavage of 4-methoxybenzyl ethers using dimethylboron bromide at -78-degrees-C in dichloromethane is described. 1,3-Diacetylenes, 1,4-dienes, and esters are stable under the experimental conditions, and the migration of acyl chains from secondary to primary positions is totally suppressed. The diacylglycerols are then efficiently converted into the corresponding phosphatidylcholines by tetrazole-catalyzed phosphitylation with 2-cyanoethyl 2-bromoethyl N,N-diisopropylamino phosphite, oxidation, and treatment with trimethylamine to simultaneously displace the bromide and eliminate the cyanoethyl group.
• HEBERT, NORMAND;JUST, GEORGE, J. CHEM. SOC. CHEM. COMMUN.,(1990) N1, C. 1497-1498
  作者：HEBERT, NORMAND、JUST, GEORGE

  DOI：——

  日期：——
• [EN] ANTI-PAF ANTIBODIES<br/>[FR] ANTICORPS ANTI-PAF
  申请人：LPATH INC

  公开号：WO2011106723A2

  公开（公告）日：2011-09-01

  Monoclonal antibodies to platelet activating factor (PAF) are described, along with methods for their production and use. Such antibodies can be formulated and used for therapeutic purposes, as well as for diagnosis and detection.