MPEG6-N3

Base Information

• Chemical Name: MPEG6-N3
• CAS No.: 1043884-49-6
• Molecular Formula: C13H27N3O6
• Molecular Weight: 321.374
• Mol file: 1043884-49-6.mol

Synonyms:MPEG6-N3;m-PEG6-Azide

Chemical Property of MPEG6-N3

Chemical Property:

• PSA: 105.13000
• LogP: 0.47886

Purity/Quality:

98%,99%, ^*data from raw suppliers

19-Azido-2,5,8,11,14,17-hexaoxanonadecane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: m-PEG6-azide is an azide containing reagent. The azide group can react with alkyne, BCN, DBCO via Click Chemistry to yield a stable triazole linkage. The hydrophilic PEG spacer increases solubility in aqueous media.
• Uses: 19-Azido-2,5,8,11,14,17-hexaoxanonadecane can be used as chemically amplified photoresist composition and photoresist film. Applications may include: bioconjugation, drug delivery, PEG hydrogel, crosslinker, and surface functionalization

Technology Process of MPEG6-N3

There total 7 articles about MPEG6-N3 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%

2,5,8,11,14,17-hexaoxanonadecan-19-yl 4-methylbenzenesulfonate (155887-96-0,58320-73-3) → 1-azido-2-[2-(2-{2-[2-(2-methoxyethoxy)ethoxy]ethoxy}ethoxy)ethoxy]ethane (1043884-49-6,89485-61-0)

Guidance literature:

With sodium azide; In water; acetone; at 75 ℃;

Reference yield: 87.0%

17-azido-3,6,9,12,15-pentaoxaheptadecan-1-ol (86770-69-6) + methyl iodide (74-88-4) → 1-azido-2-[2-(2-{2-[2-(2-methoxyethoxy)ethoxy]ethoxy}ethoxy)ethoxy]ethane (1043884-49-6,89485-61-0)

Guidance literature:

17-azido-3,6,9,12,15-pentaoxaheptadecan-1-ol; With sodium hydride; In tetrahydrofuran; mineral oil; for 1h;

methyl iodide; In tetrahydrofuran; mineral oil; for 0.75h;

DOI:10.1021/acs.joc.0c00331

Reference yield:

hexaethylene glycol monomethyl ether (23601-40-3,95507-80-5) → 1-azido-2-[2-(2-{2-[2-(2-methoxyethoxy)ethoxy]ethoxy}ethoxy)ethoxy]ethane (1043884-49-6,89485-61-0)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N / CH₂Cl₂ / -10 - 20 °C

2: NaN₃, tetrabutylammonium hydrogen sulfate / dimethylformamide / 5 h / 40 °C

With sodium azide; tetra(n-butyl)ammonium hydrogensulfate; triethylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1007/BF02523452

upstream raw materials:

2,5,8,11,14,17-hexaoxanonadecan-19-yl 4-methylbenzenesulfonate

hexaethylene glycol monomethyl ether

2,5,8,11,14,17-hexaoxanonadecan-19-yl methanesulfonate

2-(2-(2-methoxyethoxy)ethoxy)ethyl p-toluenesulfonate

Downstream raw materials:

3,6,9,12-tetraoxa-tridecylamine

1-amino-2-[2-(2-{2-[2-(2-methoxyethoxy)ethoxy]ethoxy}ethoxy)ethoxy]ethane

Refernces

• 1、 Seguer, J.,Selve, C.,Allouch, M.,Infante, M. R.. "Nonionic Amphiphilic Compounds from Lysine as Molecular Mimics of Lecithins". . p. 79 - 86. Retrieved 1996.
• 2、 Wang, Qiuhua,Zhong, Yulong,Miller, Daniel P.,Lu, Xiaoxing,Tang, Quan,Lu, Zhong-Lin,Zurek, Eva,Liu, Rui,Gong, Bing. "Self-Assembly and Molecular Recognition in Water: Tubular Stacking and Guest-Templated Discrete Assembly of Water-Soluble, Shape-Persistent Macrocycles". . p. 2915 - 2924. Retrieved 2020.
• 3、 Mattarei, Andrea,Azzolini, Michele,Zoratti, Mario,Biasutto, Lucia,Paradisi, Cristina. "N-monosubstituted methoxy-oligo(ethylene glycol) carbamate ester prodrugs of resveratrol". . p. 16085 - 16102. Retrieved 2015.
• 4、 -. "AMYLOID TARGETING AGENTS AND METHODS OF USING THE SAME". Paragraph 0843-0845. . Retrieved 2018/12/04.