bis-(toluene-4-sulfonyl)-disulfane | 5962-57-2

• 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: bis-(toluene-4-sulfonyl)-disulfane
• 英文别名: Bis-(toluol-4-sulfonyl)-disulfan；1-Methyl-4-[(4-methylphenyl)sulfonyldisulfanyl]sulfonylbenzene
• CAS: 5962-57-2
• 化学式: C₁₄H₁₄O₄S₄
• 分子量: 374.527
• InChiKey: AEHGOWVFQLOENS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  136
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  bis-(toluene-4-sulfonyl)-disulfane 以 二氯甲烷 为溶剂， 反应 1.0h， 以33%的产率得到di-p-toluenesulfonyl trisulfide
  参考文献：
  名称：

  Okawara, Tadashi; Yamasaki, Tetsuro; Sato, Kimitoshi, Chemical and pharmaceutical bulletin, 1985, vol. 33, # 12, p. 5225 - 5230

  摘要：

  DOI：
• 作为产物：
  描述：

  potassium thiotosylate 在 四氯化碳 、 溴 作用下， 生成 bis-(toluene-4-sulfonyl)-disulfane
  参考文献：
  名称：

  Foss, Acta Chemica Scandinavica (1947), 1952, vol. 6, p. 508,510

  摘要：

  DOI：

文献信息

• Reactions of toluene-p-sulphonic thioanhydride with sulphur nucleophiles
  作者：Holger C. Hansen、Alexander Senning

  DOI：10.1039/c39800000692

  日期：——

  Ethoxythiocarbonyl p-tolylsulphonyl disulphide (5), benzylthio(thiocarbonyl)p-tolylsulphonyl disulphide (1c), and NN-dimethylthiocarbamoyl p-tolylsulphonyl disulphide (10) are formed in the reactions of toluene-p-sulphonic thioanhydride (3) with O-ethyl dithiocarbonate (4), benzyl trithiocarbonate (2), and NN-dimethyl dithiocarbamate (9) ions, respectively.

  Ethoxythiocarbonyl p -tolylsulphonyl二硫化物（5），苄硫基（硫代羰基）p -tolylsulphonyl二硫化物（1C），和NN -dimethylthiocarbamoyl p -tolylsulphonyl二硫化物（10形成在甲苯的反应）p -sulphonic硫代酸酐（3）配有ø -二硫代碳酸乙酯（4），三硫代碳酸苄酯（2）和NN-二甲基二硫代氨基甲酸酯（9）离子。
• Copper-Catalyzed C5–H Sulfenylation of Unprotected 8-Aminoquinolines Using Sulfonyl Hydrazides
  作者：Qing Yu、Yiming Yang、Jie-Ping Wan、Yunyun Liu

  DOI：10.1021/acs.joc.8b01658

  日期：2018.9.21

  unprotected 8-aminoquinolines and sulfonyl hydrazides is achieved via the catalysis of CuI. The reactions are hypothesized to proceed via the Cu(I)–Cu(II)–Cu(I) catalytic processes induced by aerobic oxidation and single-electron transfer on the Cu(II)–8-aminoquinoline complex. This work discloses an unprecedented step-efficient method for the synthesis of C5-sulfenylated 8-aminoquinolines bearing a useful free

  使用未保护的8-氨基喹啉和磺酰基酰肼合成C5-亚磺酰基化的8-氨基喹啉是通过CuI的催化来实现的。假设反应是通过有氧氧化和单电子转移在Cu（II）-8-氨基喹啉络合物上诱导的Cu（I）-Cu（II）-Cu（I）催化过程进行的。这项工作公开了一种空前的步骤高效的方法，用于合成带有有用的游离NH 2基团的C5-亚磺酰基化的8-氨基喹啉。
• SULFUR TRANSFER REAGENTS FOR OLIGONUCLEOTIDE SYNTHESIS
  申请人：Guzaev Andrei P.

  公开号：US20110137021A1

  公开（公告）日：2011-06-09

  The use of N-formamidino-5-amino-3H-1,2,4-dithiazole-3-thiones, 5-phenyl-3H-1,2,4-dithiazole-3-thiones, and derivatives thereof as novel, efficient sulfur-transfer reagents is disclosed. Sulfur transfer from these reagents to compounds containing a P(III) atom (e.g., triphenylphosphine, 5′-O-DMT-thymidine 2-cyanoethyl-(N,N-diisopropyl)phosphoramidite, and 5′-O-DMT-3′-O-levulinyl dithymidilyl 2-cyanoethyl phosphite), was studied in solution by 31 P NMR and HPLC. The sulfur transfer from title compounds was also studied in the solid-phase synthesis of oligonucleotide phosphorothioates by phosphoramidite methods. In this application, the efficiency of the sulfur transfer reaction for 2′-deoxyoligonucleotides was better than 99.5%. The novel sulfurizing agents are synthesized, at low cost, using simple chemical methods. As opposed to many sulfur transfer reagents known in the prior art such as 1,2-benzodithiol-3-one-1,1-dioxide (Beaucage reagent) and 5-ethoxy-3H-1,2,4-dithiazole-2-one (EDIT), the sulfurizing agents disclosed herein are highly stable in solution, which increases their practical and commercial value.

  本文披露了N-甲酰胺基-5-氨基-3H-1,2,4-二硫代唑-3-硫酮、5-苯基-3H-1,2,4-二硫代唑-3-硫酮及其衍生物作为新型高效的硫转移试剂的用途。从这些试剂向含有P(III)原子的化合物（例如三苯基膦、5′-O-DMT-胸苷2-氰基乙基-(N,N-二异丙基)磷酰胺酯和5′-O-DMT-3′-O-左旋丙酰基二胸苷基2-氰基乙基磷酸酯）进行硫转移的研究，通过31P NMR和HPLC在溶液中进行。此外，还研究了这些化合物的硫转移在磷酰胺酯方法合成寡核苷酸磷硫酸酯的固相合成中的应用。在这个应用中，对于2′-脱氧寡核苷酸，硫转移反应的效率超过99.5%。这些新型硫化剂采用简单的化学方法以低成本合成。与许多已知的硫转移试剂（如1,2-苯并二硫代唑-3-酮-1,1-二氧化物（Beaucage试剂）和5-乙氧基-3H-1,2,4-二硫代唑-2-酮（EDIT））相比，本文披露的硫化试剂在溶液中具有高度稳定性，这提高了它们的实用和商业价值。
• Process for preparing peptide derivatized oligomeric compounds
  申请人：——

  公开号：US20020156235A1

  公开（公告）日：2002-10-24

  Methods of preparing peptide linked oligomeric compounds are provided. The method is useful for preparing larger scale amounts of peptide linked oligomeric compounds. More particularly, the synthesis of peptide linked oligomeric compounds is performed without the problems of aggregation associated with electrostatic interactions. The present method describes using equimolar amounts of oligomeric compounds and peptide reagents providing for an increase in overall efficiency.

  提供了制备肽链寡聚化合物的方法。该方法适用于制备规模较大的肽链寡聚化合物。更具体地说，肽链寡聚化合物的合成是在没有与静电相互作用有关的聚集问题的情况下进行的。本方法描述了使用等摩尔量的寡聚化合物和肽试剂，从而提高了整体效率。
• REACTIONS OF DIAMINO DISULFIDES, DIAMINO SULFIDES, AND DIAMINO SULFOXIDES WITH<i>p</i>-TOLUENESULFINIC ACID
  作者：Mitsuru Furukawa、Kimitoshi Sato、Tadashi Okawara

  DOI：10.1246/cl.1982.2007

  日期：1982.12.5

  The reactions of diamino disulfides (2) and diamino sulfides (3) with p-toluenesulfinic acid (1) were found to give new types of compounds, amino p-toluenesulfonyl disulfides (5) and amino p-toluenesulfonyl sulfides (10), respectively. On the other hand, the reaction between dimorpholino sulfoxide (4) and 1 gave p-toluenesulfinylmorpholide (13).

  发现二氨基二硫化物 (2) 和二氨基硫化物 (3) 与对甲苯亚磺酸 (1) 的反应分别生成了新型化合物，氨基对甲苯磺酰二硫化物 (5) 和氨基对甲苯磺酰硫化物 (10) . 另一方面，二吗啉代亚砜 (4) 和 1 之间的反应得到对甲苯亚磺酰基吗啉 (13)。