S-(2-diphenylphosphanylphenyl) ethanethioate | 289884-70-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: S-(2-diphenylphosphanylphenyl) ethanethioate
• CAS: 289884-70-4
• 化学式: C₂₀H₁₇OPS
• 分子量: 336.394
• InChiKey: FMUYEIJLIDWFGQ-UHFFFAOYSA-N

物化性质

• 沸点：
  446.8±28.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  42.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(N-L-γ-谷氨酰基-S-亚硝基-L-半胱氨酰----甘氨酸 、 S-(2-diphenylphosphanylphenyl) ethanethioate 以 水 、 二甲基亚砜 为溶剂， 以60%的产率得到N5-((R)-3-((2-(N-acetyl-P,P-diphenylphosphorimidoyl)phenyl)disulfaneyl)-1-((carboxymethyl)amino)-1-oxopropan-2-yl)-L-glutamine
  参考文献：
  名称：

  Zhang, Jiming; Wang, Hua; Xian, Ming, Journal of the American Chemical Society, 2009, vol. 131, p. 3854 - 3855

  摘要：

  DOI：
• 作为产物：
  描述：

  二苯基氯化膦 在 吡啶 、 4-二甲氨基吡啶 、 正丁基锂 、 四甲基乙二胺 作用下， 以 环己烷 为溶剂， 生成 S-(2-diphenylphosphanylphenyl) ethanethioate
  参考文献：
  名称：

  “无痕”施陶丁格连接，用于酰胺键的化学选择性合成。

  摘要：

  [反应：见正文]在这里，我们报告了对我们先前报道的“斯托丁格连接”的一种新颖修饰，该修饰从叠氮化物和经过特殊功能化的膦生成酰胺键。不需要远端官能团的正交保护的这种选择性形成酰胺键的方法应该在合成和生物化学中找到通用的用途。

  DOI：

  10.1021/ol006054v

文献信息

• Exploration of the “Traceless” Reductive Ligation of <i>S</i>-Nitrosothiols
  作者：Jiming Zhang、Hua Wang、Ming Xian

  DOI：10.1021/ol802663q

  日期：2009.1.15

  The first “traceless” reductive ligation of S-nitrosothiols using phosphine ester/thioester conjugates is reported. Experiments also show that stable thioimidate compounds could be formed in the reaction between S-nitrosothiols and some phosphine−thioester substrates.

  报道了使用膦酸酯/硫酯共轭物的S-亚硝基硫醇的首次“无痕”还原性连接。实验还表明，稳定的硫代亚氨酸酯化合物可在S-亚硝基硫醇与某些膦-硫酯底物之间的反应中形成。
• COMPOUNDS AND METHODS FOR PURIFYING PEPTIDES PRODUCED BY SOLID PHASE PEPTIDE SYNTHESIS
  申请人：Aucagne Vincent

  公开号：US20120226019A1

  公开（公告）日：2012-09-06

  The invention relates to compounds which can be used for purifying peptides produced by solid phase peptide synthesis. In addition, the invention relates to methods for purifying peptides produced by solid phase peptide synthesis using the compounds according to the invention.

  本发明涉及可用于纯化固相肽合成产物的化合物。此外，本发明还涉及使用本发明中的化合物纯化固相肽合成产物的方法。
• Compounds and methods for purifying peptides produced by solid phase peptide synthesis
  申请人：Centre National de la Recherche Scientifique CNRS

  公开号：EP2501711B1

  公开（公告）日：2014-01-08
• WATER-SOLUBLE PHOSPHINOTHIOL REAGENTS
  申请人：Raines Ronald T.

  公开号：US20100048866A1

  公开（公告）日：2010-02-25

  Water soluble reagents and methods for the formation of an amide bond between a phosphinothioester and an azide in an aqueous medium. The phosphinothioester is generated using a water-soluble phosphinothiol reagent. This reaction allows formation of an amide bond between a wide variety of chemical species including amino acids, peptides or protein fragments in an aqueous solution. Of particular interest, this reaction allows for the formation of an amide bond in a physiological setting. In a specific embodiment, this invention provides reagents and methods for peptide ligation in an aqueous medium. The reaction eliminates the need for a cysteine residue and is traceless leaving no residual atoms in the ligated peptide product.
• IONIC LIQUID SUPPORTED ORGANOTIN REAGENTS FOR THE MANUFACTURING OF RADIOPHARMACEUTICALS COMPOUNDS
  申请人：CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE (CNRS

  公开号：US20160326194A1

  公开（公告）日：2016-11-10

  An ionic liquid supported organotin reagent of formula (I) A process for manufacturing the ionic liquid supported organotin reagent of formula (I), a process for manufacturing an halogenated or radio-halogenated compound using compound of formula (I), a device for implementing the halogenating process and a kit including the compound of formula (I) are also described.