((Oxybis(ethane-2,1-diyl))bis(oxy))bis(ethane-2,1-diyl) bis(4-methylbenzenesulfonate)

Base Information

• Chemical Name: ((Oxybis(ethane-2,1-diyl))bis(oxy))bis(ethane-2,1-diyl) bis(4-methylbenzenesulfonate)
• CAS No.: 37860-51-8
• Molecular Formula: C22H30 O9 S2
• Molecular Weight: 502.607
• Hs Code.: 2909309090
• European Community (EC) Number: 629-271-9
• DSSTox Substance ID: DTXSID001303215
• Nikkaji Number: J302.956E
• Mol file: 37860-51-8.mol

Synonyms:37860-51-8;((Oxybis(ethane-2,1-diyl))bis(oxy))bis(ethane-2,1-diyl) bis(4-methylbenzenesulfonate);Bis-Tos-PEG4;Tetraethylene glycol ditosylate;Tetraethylene glycol di(p-toluenesulfonate);Tetraethylene Glycol Di-p-tosylate;Tos-PEG5-Tos;PROTAC Linker 16;Tetraethylene Glycol Bis(p-toluenesulfonate);MFCD00075239;2-[2-[2-[2-(4-methylphenyl)sulfonyloxyethoxy]ethoxy]ethoxy]ethyl 4-methylbenzenesulfonate;Ethanol, 2,2'-[oxybis(2,1-ethanediyloxy)]bis-, bis(4-methylbenzenesulfonate);((Oxybis(ethane-2,1-diyl))bis(oxy))bis(ethane-2,1-diyl)bis(4-methylbenzenesulfonate);2-[2-(2-{2-[(4-methylbenzenesulfonyl)oxy]ethoxy}ethoxy)ethoxy]ethyl 4-methylbenzene-1-sulfonate;Ethanol, 2,2'-(oxybis(2,1-ethanediyloxy))bis-, bis(4-methylbenzenesulfonate);C22H30O9S2;2,2'-(Ethylenedioxy)triethyl ditosylate;1,11-Bis(tosyloxy)-3,6,9-trioxaundecane;SCHEMBL1145153;SLAONPBUWDUSSO-UHFFFAOYSA-N;DTXSID001303215;AKOS002312305;Bis[2-(2-tosyloxyethoxy)ethyl] Ether;CS-W004816;DS-2513;HY-W004816;((Oxybis(ethane-2,1-diyl))bis(oxy))bis(ethane-2,1-diyl) bis(4-methylbenzene sulfonate);BP-20620;SY037072;UPCMLD0ENAT0504-1282:001;T1493;H10023;O,O'-ditosyl-3,6,9-trioxaundecane-1,11-diol;Tetraethylene glycol di(p-toluenesulfonate), 97%;Bis[2-[2-(p-toluenesulfonyloxy)ethoxy]ethyl] Ether;J-500008;Z56791661;Tetraethylene glycol di(p-toluenesulfonate), purum, >=95.0% (HPLC), colorless to yellow;2-{2-[2-(2-{[(4-methylphenyl)sulfonyl]oxy}ethoxy)ethoxy]ethoxy}ethyl 4-methyl-1-benzenesulfonate

Chemical Property of ((Oxybis(ethane-2,1-diyl))bis(oxy))bis(ethane-2,1-diyl) bis(4-methylbenzenesulfonate)

Chemical Property:

• Appearance/Colour: colorless to yellow
• Vapor Pressure: 2.45E-15mmHg at 25°C
• Melting Point: 65-69 °C
• Refractive Index: n20/D 1.53(lit.)
• Boiling Point: 635ºC at 760 mmHg
• Flash Point: >230 °F
• PSA: 131.19000
• Density: 1.242 g/mL at 25 °C(lit.)
• LogP: 4.62560
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 16
• Exact Mass: 502.13312488
• Heavy Atom Count: 33
• Complexity: 650

Purity/Quality:

98% ^*data from raw suppliers

Tetraethylene Glycol Bis(p-toluenesulfonate) >98.0%(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)OCCOCCOCCOCCOS(=O)(=O)C2=CC=C(C=C2)C
• Description: Tos-PEG5-Tos is a PEG linker containing two tosyl groups. The hydrophilic PEG spacer increases solubility in aqueous media. The tosyl group is a very good leaving group for nucleophilic substitution reactions.
• Uses: Tetraethylene glycol di(p-toluenesulfonate) was used in the preparation of donor-spacer-acceptor podand system, dual channel fluorosensor for Li+, Mg2+ and Ca2+.

Technology Process of ((Oxybis(ethane-2,1-diyl))bis(oxy))bis(ethane-2,1-diyl) bis(4-methylbenzenesulfonate)

There total 5 articles about ((Oxybis(ethane-2,1-diyl))bis(oxy))bis(ethane-2,1-diyl) bis(4-methylbenzenesulfonate) 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: 100.0%

Tetraethylene glycol (112-60-7) + p-toluenesulfonyl chloride (98-59-9) → tetraethylene glycol di(p-toluenesulfonate) (37860-51-8)

Guidance literature:

With potassium hydroxide; In dichloromethane; at 0 ℃; for 3h;

DOI:10.1016/j.bmc.2007.04.065

Reference yield: 88.6%

p-toluenesulfonyl chloride (98-59-9) + 2,2'-[1,2-ethanediylbis(oxy)]bisethanol (112-27-6) → tetraethylene glycol di(p-toluenesulfonate) (37860-51-8)

Guidance literature:

With potassium hydroxide; In tetrahydrofuran; at 0 - 20 ℃; for 8h;

DOI:10.1039/c3ob42070a

Reference yield: 85.0%

Tetraethylene glycol (112-60-7) + p-toluenesulfonyl chloride (98-59-9) → tetraethylene glycol di(p-toluenesulfonate) (37860-51-8) + p-toluenesulfonic acid 2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethyl ester (77544-60-6)

Guidance literature:

With potassium iodide; silver(l) oxide; In dichloromethane; at 0 ℃; for 0.25h;

DOI:10.1021/ol020071y

upstream raw materials:

Tetraethylene glycol

p-toluenesulfonyl chloride

2,2'-[1,2-ethanediylbis(oxy)]bisethanol

Downstream raw materials:

2-Benzyl-5,6,8,9,11,12,14,15-octahydro-2H-4,7,10,13,16-pentaoxa-2-aza-cyclopentacyclopentadecene-1,3-dicarboxylic acid dimethyl ester

1,11-bis[1-(benzyloxy)-6-naphthoxy]-3,6,9-trioxaundecane

1,5-bis[2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethoxy]naphthalene bis(4-methylbenzenesulfonate)

(1S,5R,21S)-3,7,10,13,16,19,25,26-Octaoxa-23-aza-tricyclo[19.3.1.1^1,5]hexacos-23-yl-phenyl-methanone

Refernces

• 1、 Bartsch, Richard A.,Liu, Yung,Kang, Sang Ihn,Son, Byungki,Heo, Gwi Suk,et al.. "Synthesis of Highly Lipophilic Crown Ether Carboxylic Acids". . p. 4864 - 4869. Retrieved 1983.
• 2、 Lee, Chi-Sing,Teng, Pang-Fei,Wong, Wing-Leung,Kwong, Hoi-Lun,Chan, Albert S. C.. "New C2-symmetric 2,2′-bipyridine crown macrocycles for enantioselective recognition of amino acid derivatives". . p. 7924 - 7930. Retrieved 2005.
• 3、 Alang Ahmad, Shahrul A.,Wong, Lu Shin,Ul-Haq, Ehtsham,Hobbs, Jamie K.,Leggett, Graham J.,Micklefield, Jason. "Protein micro- and nanopatterning using aminosilanes with protein-resistant photolabile protecting groups". . p. 2749 - 2759. Retrieved 2011.
• 4、 Ling, Xiaoxi,Masson, Eric. "Cucurbituril slippage: Cations as supramolecular lubricants". . p. 4866 - 4869. Retrieved 2012.
• 5、 Han, Ying,Guo, Jiabin,Cao, Jing,Chen, Chuanfeng. "Complexation of triptycene-derived macrotricyclic host with bisparaquat derivative and self-folding guest: A switchable process controlled by K + ions". . p. 607 - 611. Retrieved 2013.
• 6、 Yang, Hongfen,Liu, Ke,Jin, Shouguang,Huigens III, Robert W.. "Design, synthesis and biological evaluation of a halogenated phenazine-erythromycin conjugate prodrug for antibacterial applications". supporting information. p. 1483 - 1487. Retrieved 2021/03/01.
• 7、 Béquignat, Jean-Baptiste,Boucheix, Claude,Canitrot, Damien,Chezal, Jean-Michel,Degoul, Fran?oise,Miot-Noirault, Elisabeth,Moreau, Emmanuel,Navarro-Teulon, Isabelle,Quintana, Mercedes,Rondon, Aurélie,Taiariol, Ludivine,Ty, Nancy. "Optimization of IEDDA bioorthogonal system: Efficient process to improve trans-cyclooctene/tetrazine interaction". supporting information. . Retrieved 2020/07/21.