65883-12-7

Usage

Uses

Used in Organic Synthesis:
1-Methanesulfonyl-11-hydroxy-3,6,9-trioxaundecane is utilized as a synthetic intermediate in organic synthesis for the development of various chemical compounds. Its unique structure, featuring a PEG linker, mesyl group, and hydroxyl group, makes it a versatile building block for creating a wide range of molecules with different properties and applications.

Upstream product

• 112-60-7 Tetraethylene glycol 
• 124-63-0 methanesulfonyl chloride 
• 134179-38-7 2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethylamine 
• 101187-39-7 1,11-diazido-3,6,9-trioxaundecane 
• 55400-73-2 ((oxybis(ethane-2,1-diyl))bis(oxy))bis(ethane-2,1-diyl) dimethanesulfonate 
• 914311-67-4 N-(2-(2-(2-(2-aminoethoxy)ethoxy)ethoxy)ethyl)-5-(dimethylamino)naphthalene-1-sulfonamide 
• 1321923-30-1 N-(2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethyl)-5-(dimethylamino)naphthalene-1-sulfonamide 

Downstream Products

• 86770-67-4 2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethanol 
• 86770-74-3 11-amino-3,6,9-trioxaundecanol 
• 352439-36-2 α-(2-azidoethyl)-ω-hydroxyhexa(oxyethylene) 
• 352439-37-3 23-amino-3 ,6,9,12,15,18,21-heptaoxatricosan-1-ol 
• 1416235-79-4 2-[2-(2-{2-[2-nicotinoyloxyethoxy]ethoxy}ethoxy)ethyl]-7-[2-(2-{2-[2-tosylethoxy]ethoxy}ethoxy)ethyl]-1,4,5,8-naphthalenedicarboxiimide 
• 1416735-28-8 C₂₆H₂₈ClF₂N₃O₄ 
• 1442461-47-3 N-((1-(3,6,9,12-tetraoxapentadec-14-ynyl)-1H-1,2,3-triazol-4-yl)bis(4-fluorophenyl)methoxy)phenyl 
• 1416735-20-0 2-(2-(2-(2-(4-(hydroxy)bis(4-fluorophenyl)-1H-1,2,3-triazol-1-yl)ethoxy)ethoxy)ethoxy)ethanol 
• 1416735-24-4 (1-(3,6,9,12-tetraoxapentadec-14-ynyl)-1H-1,2,3-triazol-4-yl)bis(4-fluorophenyl)methanol 
• 1416735-27-7 N¹-((1-(3,6,9,12-tetraoxapentadec-14-ynyl)-1H-1,2,3-triazol-4-yl)bis(4-fluorophenyl)methoxy)-N⁸-phenyloctanediamide 
• 101187-40-0 1-Boc-amine-11-amino-3,6,9-trioxaundecane 
• 642091-68-7 tert-butyl N-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethyl]carbamate 

Relevant academic research and scientific papers

Polymer-supported cationic templates for molecular recognition of anionic hosts in water

Translocating solution-phase molecular recognition of oppositely charged hosts and guests to the solid phase represents a major challenge; we report a successful immobilisation strategy which allows selective host-guest interactions in water unencumbered by unwanted ion exchange-type interactions. The Royal Society of Chemistry.

Synthesis of a series of ethylene glycol modified water-soluble tetrameric TPE-amphiphiles with pyridinium polar heads: Towards applications as light-up bioprobes in protein and DNA assay, and wash-free imaging of bacteria

Available online Development of water soluble AIE-active “light-up” bioprobes for the detection of biomacromolecules has drawn huge research interests in recent past. In this study, a series of ethylene glycol modified water soluble tetrameric tetraphenyl

A MedChem toolbox for cereblon-directed PROTACs

A modular chemistry toolbox was developed for cereblon-directed PROTACs. A variety of linkers was attached to a CRBN ligand via the 4-amino position of pomalidomide. We used linkers of different constitution to modulate physicochemical properties. We equipped one terminus of the linker with a set of functional groups, e.g. protected amines, protected carboxylic acids, alkynes, chloroalkanes, and protected alcohols, all of which are considered to be attractive for PROTAC design. We also highlight different opportunities for the expansion of the medicinal chemists' PROTAC toolbox towards heterobifunctional molecules, e.g. with biotin, fluorescent, hydrophobic and peptide tags.

Y-TYPE DISCRETE POLYETHYLENE GLYCOL DERIVATIVE AND PREPARATION METHOD THEREOF

The present invention discloses a Y-type discrete polyethylene glycol derivative and a preparation method thereof, which has the advantages of determined molecular weights and the number of chain segments, and can avoid the defect of heterogeneity of a PEG derivative, meanwhile the preparation method has simple steps, mild conditions, without need for strictly anhydrous environment or performing protection and deprotection steps. In addition, the Y-type discrete polyethylene glycol derivative of the present invention may increase the water solubility of the discrete polyethylene glycol, and solve the problem of insufficient water solubility of the discrete polyethylene glycol-modified insoluble drug caused by an increase of the loading capacity.

Ionic liquid and preparation method and application of ionic liquid

The invention relates to the field of electrolyte materials and discloses ionic liquid and a preparation method and application of the ionic liquid. The method comprises the following steps: 1) carrying out first reaction on methanesulfonyl chloride and at least one substance with a structure shown as a formula (2); 2) carrying out second reaction on an organic product obtained by the first reaction of the step 1) and a substance with a structure shown as a formula (3). According to the ionic liquid disclosed by the invention, defects that a traditional ionic liquid preparation process is complicated and the safety is low are overcome; the method provided by the invention is simple and feasible; preparation parameters have high controllability; the preparation method has the advantages of low cost and high efficiency; polymerized ionic liquid prepared from the ionic liquid has relatively high ionic conductivity and a wide electrochemical window, and has a very good industrial application prospect. (The formula (2) and the formula (3) are shown as the description.).

NANOPARTICLES FOR DIAGNOSIS AND DRUG DELIVERY

The present invention relatesto a nanoparticle having a size comprised from 2 to 300 nm comprising: (i) a core comprising on its surface a noble metal selected from gold, silver or platinum, and (ii) an optionally positively charged amphiphilic linker comprising a hydrophobic C1-C20 alkyl thiolate moiety and a hydrophilic moietywhich is optionally hydrophilic positively charged. The invention also provides nanovectors comprising the nanoparticles of the invention and a compound of interest,such as a pharmaceutically active agent, in particular an anti-tumoral agent. Also provided are nanoparticles and nanovectors as defined above for diagnosis or for the prevention and/or treatment of a disease, in particular cancer.

Mark serum glycogen phosphorylase concentration level light affinity labeling of the probe molecule, its preparation method and medical use

The invention relates to the field of medicinal chemistry, in particular to a photoaffinity labeling marker probe molecule as well as a preparation method and medical application thereof. The probe molecule can be used for selectively marking glycogen pho

Magnetic resonance imaging/fluorescence dual modality protocol using designed phosphonate ligands coupled to superparamagnetic iron oxide nanoparticles

A simple and versatile methodology to tailor the surface of superparamagnetic iron oxide nanoparticles (SPIONs), and render additional fluorescence capability to these contrast agents, is reported. The dual modality imaging protocol was developed by designing multi-functional scaffolds with a combination of orthogonal moieties for aqueous dispersion and stealth, to covalently link them to SPIONs, and carry out post-functionalization of nanoparticles. SPIONs stabilized with ligands incorporating surface-anchoring phosphonate groups, ethylene glycol backbone for aqueous dispersion, and free surface exposed OH moieties were coupled to near-infrared dye Cy5.5A. Our results demonstrate that design of multi-tasking ligands with desired combination and spatial distribution of functions provides an ideal platform to construct highly efficient dual imaging probes with balanced magnetic, optical and cell viability properties.

Synthesis of a four-component [3]catenane using three distinct noncovalent interactions

A multicomponent assembly is described resulting in [2] and [3]catenanes using three flexible components and three distinct noncovalent interactions. Despite the possibility of competing side-products, only the desired assemblies are generated and characterized spectroscopically. The Royal Society of Chemistry.

Efficient synthesis of diverse heterobifunctionalized clickable oligo(ethylene glycol) linkers: Potential applications in bioconjugation and targeted drug delivery

Herein we describe the sequential synthesis of a variety of azide-alkyne click chemistry-compatible heterobifunctional oligo(ethylene glycol) (OEG) linkers for bioconjugation chemistry applications. Synthesis of these bioorthogonal linkers was accomplished through desymmetrization of OEGs by conversion of one of the hydroxyl groups to either an alkyne or azido functionality. The remaining distal hydroxyl group on the OEGs was activated by either a 4-nitrophenyl carbonate or a mesylate (-OMs) group. The -OMs functional group served as a useful precursor to form a variety of heterobifunctionalized OEG linkers containing different highly reactive end groups, e.g., iodo, -NH2, -SH and maleimido, that were orthogonal to the alkyne or azido functional group. Also, the alkyne- and azide-terminated OEGs are useful for generating larger discrete poly(ethylene glycol) (PEG) linkers (e.g., PEG 16 and PEG24) by employing a Cu(i)-catalyzed 1,3-dipolar cycloaddition click reaction. The utility of these clickable heterobifunctional OEGs in bioconjugation chemistry was demonstrated by attachment of the integrin (αvβ3) receptor targeting peptide, cyclo-(Arg-Gly-Asp-d-Phe-Lys) (cRGfKD) and to the fluorescent probe sulfo-rhodamine B. The synthetic methodology presented herein is suitable for the large scale production of several novel heterobifunctionalized OEGs from readily available and inexpensive starting materials.