pleuromutilin tosylate

Base Information

• Chemical Name: pleuromutilin tosylate
• CAS No.: 31716-01-5
• Molecular Formula: C₂₉H₄₀O₇S
• Molecular Weight: 532.698
• Hs Code.: 2941906000
• Mol file: 31716-01-5.mol

Synonyms:pleuromutilin tosylate

Chemical Property of pleuromutilin tosylate

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Tiamulin Related Compound A ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 22-O-Tosylpleuromutilin is a pleuromutilin derivative that exhibits antibacterial activities against Staphyllococcus aureus.

Technology Process of pleuromutilin tosylate

There total 6 articles about pleuromutilin tosylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.3%

p-toluenesulfonyl chloride (98-59-9) + pleuromutilin → pleuromutilin tosylate (31716-01-5)

Guidance literature:

With triethylamine; In dichloromethane; at 30 ℃; for 4h; Temperature;

Reference yield: 56.3%

pleuromutilin + p-toluenesulfonyl chloride (98-59-9) → Pleuromutilin-22-O-tosylat (31716-01-5,110043-77-1)

Guidance literature:

With pyridine; at 0 ℃; for 3h;

DOI:10.4067/S0717-97072013000100008

Reference yield: 39.4%

Pleuromutilin-22-O-tosylat (31716-01-5,110043-77-1) → 22-O-Tosyl-12-epi-pleuromutilin (31716-01-5,110043-77-1)

Guidance literature:

With ethylzinc iodide; In diethyl ether; N,N-dimethyl-formamide; for 2h; Heating;

DOI:10.1007/BF00811277

upstream raw materials:

p-toluenesulfonyl chloride

diiodomethane

Pleuromutilin-22-O-tosylat

toluene-4-sulfonic acid

Downstream raw materials:

12-Desvinyl-12-cyclopropyl-22-O-tosyl-pleuromutilin

22-O-Tosyl-12-epi-pleuromutilin

C₃₄H₅₁N₃O₅S₂

14-O-[(3-fluoro-phenylsulfanyl)-acetyl]-mutilin

Refernces

• 1、 Liu, Huixian,Xiao, Sui,Zhang, Depeng,Mu, Shuhua,Zhang, Lifang,Wang, Xiaoyang,Xue, Feiqun. "Synthesis and antibacterial activity of novel pleuromutilin derivatives". . p. 1041 - 1048. Retrieved 2015.
• 2、 Liu, Hui-Xian,Ma, Dong-Lai,Cui, Ge,Zhang, Yue,Xue, Fei-Qun. "Design, synthesis and antibacterial activities of pleuromutilin derivatives". . p. 123 - 137. Retrieved 2021.
• 3、 Li, Yun-Ge,Wang, Ju-Xian,Zhang, Guo-Ning,Zhu, Mei,You, Xue-Fu,Hu, Xin-Xin,Zhang, Fan,Wang, Yu-Cheng. "Antibacterial Activity and Structure?Activity Relationship of a Series of Newly Synthesized Pleuromutilin Derivatives". . . Retrieved 2019.
• 4、 Zhang, Zhao-Sheng,Huang, Yun-Zhen,Luo, Jian,Wang, Bing-Feng,Jin, Zhen,Liu, Ya-Hong,Tang, You-Zhi. "Synthesis and antibacterial activity against MRSA of pleuromutilin derivatives possessing a mercaptoethylamine linker". . p. 585 - 594. Retrieved 2018.
• 5、 Jacobs, Robert T.,Lunde, Christopher S.,Freund, Yvonne R.,Hernandez, Vincent,Li, Xianfeng,Xia, Yi,Carter, David S.,Berry, Pamela W.,Halladay, Jason,Rock, Fernando,Stefanakis, Rianna,Easom, Eric,Plattner, Jacob J.,Ford, Louise,Johnston, Kelly L.,Cook, Darren A. N.,Clare, Rachel,Cassidy, Andrew,Myhill, Laura,Tyrer, Hayley,Gamble, Joanne,Guimaraes, Ana F.,Steven, Andrew,Lenz, Franziska,Ehrens, Alexandra,Frohberger, Stefan J.,Koschel, Marianne,Hoerauf, Achim,Hübner, Marc P.,McNamara, Case W.,Bakowski, Malina A.,Turner, Joseph D.,Taylor, Mark J.,Ward, Stephen A.. "Boron-Pleuromutilins as Anti- Wolbachia Agents with Potential for Treatment of Onchocerciasis and Lymphatic Filariasis". . p. 2521 - 2540. Retrieved 2019.
• 6、 Yi, Yunpeng,Yang, Guanzhou,Zhang, Chao,Chen, Jiongran,Liang, Jianping,Shang, Ruofeng. "Synthesis and evaluation of novel pleuromutilin derivatives with a substituted pyrimidine moiety". . p. 179 - 184. Retrieved 2015.
• 7、 Deng, Yu,Wang, Xiao-Zhong,Huang, Shu-Heng,Li, Cheng-Hong. "Antibacterial activity evaluation of synthetic novel pleuromutilin derivatives in vitro and in experimental infection mice". . p. 194 - 202. Retrieved 2019.
• 8、 Yi, Yunpeng,Xu, Ximing,Liu, Yu,Xu, Shuijin,Huang, Xin,Liang, Jianping,Shang, Ruofeng. "Synthesis and antibacterial activities of novel pleuromutilin derivatives with a substituted pyrimidine moiety". . p. 687 - 695. Retrieved 2017.
• 9、 Cheng, Feng,Fan, Yuan,Hao, Baocheng,Liu, Yu,Shang, Ruofeng,Shi, Tao,Wang, Hao,Yi, Yunpeng. "Novel pleuromutilin derivatives with substituted 6-methylpyrimidine: Design, synthesis and antibacterial evaluation". . . Retrieved 2020.
• 10、 Zhang, Zhe,Zhang, Zhao-Sheng,Wang, Xiao,Xi, Gao-Lei,Jin, Zhen,Tang, You-Zhi. "A click chemistry approach to pleuromutilin derivatives, evaluation of anti-MRSA activity and elucidation of binding mode by surface plasmon resonance and molecular docking". . p. 2087 - 2103. Retrieved 2021/12/02.