1-azido-2-methylsulfanyl-ethane | 393812-95-8

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: 1-azido-2-methylsulfanyl-ethane
• 英文别名: (2-azidoethyl)(methyl)sulfane；1-Azido-2-(methylthio)ethane；1-azido-2-methylsulfanylethane
• CAS: 393812-95-8
• 化学式: C₃H₇N₃S
• 分子量: 117.175
• InChiKey: VJFYHKCOVWLIQY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  7
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  39.7
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT

反应信息

• 作为反应物：
  描述：

  1-azido-2-methylsulfanyl-ethane 、 三苯基膦 以 二氯甲烷 为溶剂， 反应 12.0h， 以91.6%的产率得到[Ph3P=NCH2CH2SMe]
  参考文献：
  名称：

  亚氨基正膦的正palpalpalation：合成，结构和稳定性的研究。

  摘要：

  Pd（OAc）（2）与多官能亚氨基膦Ph（3）P = NCH（2）CO（2）Me（1a），Ph（3）P = NCH（2）C（O）NMe（2）的反应（1b），Ph（3）P = NCH（2）CH（2）SMe（1c）和Ph（3）P = NCH（2）-2-NC（5）H（4）（1d），给出正钯双核复合物[Pd（mu-Cl）{C（6）H（4）（PPh（2）= NCH（2）CO（2）Me-kappa-C，N）-2}]（2）（2a ）和单核衍生物[PdCl {C（6）H（4）（PPh（2）= NCH（2）CONMe（2）-kappa-C，N，O）-2}）（2b），[PdCl { C（6）H（4）（PPh（2）= NCH（2）CH（2）SMe-kappa-C，N，S）-2}]（2c）和[PdCl {C（6）H（4 ）（PPh（2）= NCH（2）-2-NC（5）H（4）-kappa-C，N，N）-2}]（2

  DOI：

  10.1039/b714485g
• 作为产物：
  描述：

  2-氯乙基甲基硫醚 在 sodium azide 、 四丁基氯化铵 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 3.0h， 以81%的产率得到1-azido-2-methylsulfanyl-ethane
  参考文献：
  名称：

  Cyclodextrin Dimers as Cleavable Carriers of Photodynamic Sensitizers

  摘要：

  Several phthalocyanines carrying hydrophobic components have been synthesized and shown to bind to a group of cyclodextrin dimers with a carbon-carbon double bond in the linker. The complexes are soluble in water. On irradiation in the presence of oxygen, the singlet oxygen produced cleaves the olefinic linkers in the complexes, resulting in precipitation of the sensitizers. This process concentrates the sensitizers in the light beam, a process that has useful potential in photodynamic therapy.

  DOI：

  10.1021/ja011709o

文献信息

• Beta-cyclodextrin dimers and phthalocyanines and uses thereof
  申请人：——

  公开号：US20030134824A1

  公开（公告）日：2003-07-17

  The invention provides &bgr;-cyclodextrin dimers and phthalocyanines which can be used in photodynamic therapy of cancer.

  这项发明提供了可用于癌症光动力疗法的β-环糊精二聚体和酞菁化合物。
• A new palladium(II)–allyl complex containing a thioether-triazole ligand as active catalyst in Suzuki–Miyaura reaction. Use of tetraalkylammonium salts as promoters: Influence of the salt anion and cation on the catalytic activity
  作者：E. Amadio、A. Scrivanti、M. Bortoluzzi、M. Bertoldini、V. Beghetto、U. Matteoli、G. Chessa

  DOI：10.1016/j.ica.2013.05.028

  日期：2013.8

  The novel cationic palladium-allyl complex [Pd(eta(3)-C3H5)(1-(2-(methylthio)ethyl)-4-phenyl-1H-1,2,3-triazole)](BF4) (2) is a precatalyst for the Suzuki-Miyaura reaction. Good turnover numbers are obtained in the reaction between different aryl bromides and phenylboronic acid in toluene with K2CO3 as the base. No reaction is instead observed with aryl chlorides due to catalyst decomposition to palladium black. Catalyst decomposition can be circumvented by adding tetraalkylammonium salts in the presence of which reasonably good reaction rates are obtained in the coupling of different aryl chlorides with phenylboronic acid. The beneficial effect of tetraalkylammonium salts is found to depend on the nature of the additive as well as the additive to substrate molar ratio. A systematic study allows to delineate the roles played by the cation and the anion of the promoter. (C) 2013 Elsevier B.V. All rights reserved.
• Cyclodextrin Dimers as Cleavable Carriers of Photodynamic Sensitizers
  作者：Simon D. P. Baugh、Zhiwei Yang、David K. Leung、David M. Wilson、Ronald Breslow

  DOI：10.1021/ja011709o

  日期：2001.12.19

  Several phthalocyanines carrying hydrophobic components have been synthesized and shown to bind to a group of cyclodextrin dimers with a carbon-carbon double bond in the linker. The complexes are soluble in water. On irradiation in the presence of oxygen, the singlet oxygen produced cleaves the olefinic linkers in the complexes, resulting in precipitation of the sensitizers. This process concentrates the sensitizers in the light beam, a process that has useful potential in photodynamic therapy.
• Orthopalladation of iminophosphoranes: synthesis, structure and study of stability
  作者：Raquel Bielsa、Rafael Navarro、Tatiana Soler、Esteban P. Urriolabeitia

  DOI：10.1039/b714485g

  日期：——

  Pd(OAc)(2) with polyfunctional iminophosphoranes Ph(3)P=NCH(2)CO(2)Me (1a), Ph(3)P=NCH(2)C(O)NMe(2) (1b), Ph(3)P=NCH(2)CH(2)SMe (1c) and Ph(3)P=NCH(2)-2-NC(5)H(4) (1d), gives the orthopalladated dinuclear complex [Pd(mu-Cl)C(6)H(4)(PPh(2)=NCH(2)CO(2)Me-kappa-C,N)-2}](2) (2a) and the mononuclear derivatives [PdClC(6)H(4)(PPh(2)=NCH(2)CONMe(2)-kappa-C,N,O)-2}] (2b), [PdClC(6)H(4)(PPh(2)=NCH(2)CH(2)SMe-kappa-C

  Pd（OAc）（2）与多官能亚氨基膦Ph（3）P = NCH（2）CO（2）Me（1a），Ph（3）P = NCH（2）C（O）NMe（2）的反应（1b），Ph（3）P = NCH（2）CH（2）SMe（1c）和Ph（3）P = NCH（2）-2-NC（5）H（4）（1d），给出正钯双核复合物[Pd（mu-Cl）C（6）H（4）（PPh（2）= NCH（2）CO（2）Me-kappa-C，N）-2}]（2）（2a ）和单核衍生物[PdCl C（6）H（4）（PPh（2）= NCH（2）CONMe（2）-kappa-C，N，O）-2}）（2b），[PdCl C（6）H（4）（PPh（2）= NCH（2）CH（2）SMe-kappa-C，N，S）-2}]（2c）和[PdCl C（6）H（4 ）（PPh（2）= NCH（2）-2-NC（5）H（4）-kappa-C，N，N）-2}]（2