4,7,10,13,16-Pentaoxanonadecane-1,19-dioic acid

Base Information

• Chemical Name: 4,7,10,13,16-Pentaoxanonadecane-1,19-dioic acid
• CAS No.: 439114-13-3
• Molecular Formula: C14H26 O9
• Molecular Weight: 338.355
• Hs Code.: 2918999090
• European Community (EC) Number: 846-595-8
• DSSTox Substance ID: DTXSID10593236
• Wikidata: Q72500022
• Mol file: 439114-13-3.mol

Synonyms:439114-13-3;Bis-PEG5-acid;4,7,10,13,16-PENTAOXANONADECANE-1,19-DIOIC ACID;4,7,10,13,16-Pentaoxanonadecanedioic Acid;3-[2-[2-[2-[2-(2-carboxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]propanoic acid;4,7,10,13,16-Pentaoxanonadecanedioicacid;MFCD11041120;COOH-PEG4-COOH;HOOC-PEG(4)-COOH;|A,|O-dipropionic acid tetraethylene glycol;LCZC1132;SCHEMBL1766172;AMY4459;DTXSID10593236;BCP25833;C14H26O9;HOOCCH2CH2O-PEG4-CH2CH2COOH;AKOS027323490;a,?-dipropionic acid tetraethylene glycol;AS-64430;BP-20412;SY109260;DB-117682;HY-116006;CS-0063441;S10670;A918686;4,7,10,13,16-PENTAOXANONADECANE-1,19-DIOICACID

Chemical Property of 4,7,10,13,16-Pentaoxanonadecane-1,19-dioic acid

Chemical Property:

• Boiling Point: 513.6±50.0 °C(Predicted)
• PKA: 3.97±0.10(Predicted)
• PSA: 120.75000
• Density: 1.205±0.06 g/cm3(Predicted)
• LogP: 0.01880
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: -1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 18
• Exact Mass: 338.15768240
• Heavy Atom Count: 23
• Complexity: 268

Purity/Quality:

99% ^*data from raw suppliers

4,7,10,13,16-PentaoxanonadecanedioicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(COCCOCCOCCOCCOCCC(=O)O)C(=O)O
• Description: Bis-PEG5-acid is a PEG linker containing two terminal carboxylic acid groups. The hydrophilic PEG spacer increases solubility in aqueous media. The terminal carboxylic acids can react with primary amine groups in the presence of activators (e.g. EDC, or HATU) to form a stable amide bond.
• Uses: As a dicarboxylic acid, 4,7,10,13,16-Pentaoxanonadecanedioic Acid can be used in the preparation of potent dimeric inhibitors of the PSD-95-NMDA receptor interaction. A dicarboxylic acid used in the preparation of potent dimeric inhibitors of the PSD-95-NMDA receptor interaction.

Technology Process of 4,7,10,13,16-Pentaoxanonadecane-1,19-dioic acid

There total 4 articles about 4,7,10,13,16-Pentaoxanonadecane-1,19-dioic acid 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: 82.0%

tert-Butyl 3-[2-(2-{2-[2-(2-tert-butoxycarbonylethoxy)ethoxy]ethoxy}ethoxy)-ethoxy]propionate (439114-12-2) → 3-[2-[2-[2-[2-(2-carboxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]propanoic acid (439114-13-3)

Guidance literature:

With methoxybenzene; trifluoroacetic acid; at 0 - 20 ℃; for 3h;

Reference yield:

tert-Butyl 3-[2-(2-{2-[2-(2-tert-butoxycarbonylethoxy)ethoxy]ethoxy}ethoxy)-ethoxy]propionate (439114-12-2) + trifluoroacetic acid (76-05-1) → 3-[2-[2-[2-[2-(2-carboxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]propanoic acid (439114-13-3)

Guidance literature:

In hydrogenchloride; dichloromethane;

Reference yield:

Tetraethylene glycol (112-60-7) → 3-[2-[2-[2-[2-(2-carboxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]propanoic acid (439114-13-3)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium hydroxide / benzene / 1 h / Ambient temperature

2: 12M hydrochloric acid / 0.08 h / Heating

With hydrogenchloride; potassium hydroxide; In benzene;

DOI:10.1246/bcsj.61.2443

upstream raw materials:

4,7,10,13,16-pentaoxanonadecane-1,14-dinitrile

Tetraethylene glycol

tert-Butyl 3-[2-(2-{2-[2-(2-tert-butoxycarbonylethoxy)ethoxy]ethoxy}ethoxy)-ethoxy]propionate

trifluoroacetic acid

Downstream raw materials:

C₃₀H₄₇NO₁₂

Refernces

• 1、 -. "Anti-angiogenic compounds". Page/Page column 103. . Retrieved 2008/06/13.
• 2、 Ashikaga, Kazuo,Ito, Shinzaburo,Yamamoto, Masahide,Nishijima, Yasunori. "Intramolecular End-to-End Reactions of Photoactive Terminal Groups Linked by Poly(oxyethylene) Chains". . p. 2443 - 2450. Retrieved 2007/10/02.