1-Phenyl-2,5,8,11-tetraoxatridecan-13-ol

Base Information

• Chemical Name: 1-Phenyl-2,5,8,11-tetraoxatridecan-13-ol
• CAS No.: 86259-87-2
• Molecular Formula: C15H24O5
• Molecular Weight: 284.353
• Hs Code.: 2909499000
• European Community (EC) Number: 855-044-0
• DSSTox Substance ID: DTXSID10454414
• Nikkaji Number: J492.707I
• Wikidata: Q72505005
• Mol file: 86259-87-2.mol

Synonyms:86259-87-2;Tetraethylene Glycol Monobenzyl Ether;1-Phenyl-2,5,8,11-tetraoxatridecan-13-ol;Benzyl-PEG4-alcohol;BnO-PEG4-OH;2-[2-[2-[2-(Benzyloxy)ethoxy]ethoxy]ethoxy]ethanol;MFCD06797175;2,5,8,11-Tetraoxatridecan-13-ol, 1-phenyl-;C15H24O5;2-[2-[2-(2-phenylmethoxyethoxy)ethoxy]ethoxy]ethanol;Benzyl-PEG4-OH;Benzyl-PEG4-Hydroxy;SCHEMBL606659;TetraethyleneGlycolMonobenzylEther;AMY4470;DTXSID10454414;QDPIVUQXPXUNLN-UHFFFAOYSA-N;Tetraethyleneglykolmonobenzyl ether;Tetraethylene glycol monobenzylether;BBL102441;STL556243;ZB0910;AKOS015839480;CS-W020968;FS-6033;HY-W040228;s10771;BP-22232;SY054175;11-(Benzyloxy)-3,6,9-trioxa-1-undecanol;T1997;EN300-305336;A863259

Chemical Property of 1-Phenyl-2,5,8,11-tetraoxatridecan-13-ol

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.5
• Boiling Point: 398.714 °C at 760 mmHg
• PKA: 14.36±0.10(Predicted)
• Flash Point: 194.935 °C
• PSA: 57.15000
• Density: 1.09 g/cm³
• LogP: 1.24530
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Sparingly), DMSO (Sparingly)
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 13
• Exact Mass: 284.16237386
• Heavy Atom Count: 20
• Complexity: 195

Purity/Quality:

98% ^*data from raw suppliers

1-phenyl-2,5,8,11-tetraoxatridecan-13-ol 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COCCOCCOCCOCCO
• Description: Benzyl-PEG5-alcohol is a PEG linker with a acid labile, benzyl group and a reactive primary alcohol. The hydroxyl group can react to further derivatize the compound. The hydrophilic PEG linker increases the water solubility of the compound in aqueous media.

Technology Process of 1-Phenyl-2,5,8,11-tetraoxatridecan-13-ol

There total 20 articles about 1-Phenyl-2,5,8,11-tetraoxatridecan-13-ol 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: 93.0%

1,3,6,9,12-pentaoxa-2-thiacyclotetradecane 2,2-dioxide + benzyl alcohol (100-51-6,185532-71-2) → 1-phenyl-2,5,8,11-tetraoxatridecan-13-ol (86259-87-2,1201808-31-2)

Guidance literature:

benzyl alcohol; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 ℃; for 0.5h; Inert atmosphere;

1,3,6,9,12-pentaoxa-2-thiacyclotetradecane 2,2-dioxide; In tetrahydrofuran; at 20 ℃; for 4h;

Reference yield: 92.0%

Tetraethylene glycol (112-60-7) + benzyl bromide (100-39-0) → 1-phenyl-2,5,8,11-tetraoxatridecan-13-ol (86259-87-2,1201808-31-2)

Guidance literature:

Tetraethylene glycol; With sodium hydride; In tetrahydrofuran; at -72 - 20 ℃; for 1.5h; Cooling with isopropanol-dry ice;

benzyl bromide; In tetrahydrofuran;

Reference yield: 90.5%

Tetraethylene glycol (112-60-7) + benzyl chloride (100-44-7) → 1-phenyl-2,5,8,11-tetraoxatridecan-13-ol (86259-87-2,1201808-31-2)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 66 - 67 ℃; for 3h;

DOI:10.1002/anie.201403436

upstream raw materials:

Tetraethylene glycol

benzyl bromide

benzyl chloride

oxirane

Downstream raw materials:

2-[2-(2-{2-[2-(2-benzyloxy-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-tetrahydro-pyran

2-{2-[2-(2-{2-[2-(2-benzyloxy-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethoxy}-tetrahydro-pyran

1-benzyl-22-(tetrahydropyranyl) heptaethylene glycol

1-phenyl-2,5,8,11-tetraoxatridecan-13-yl methanesulfonate

Refernces

• 1、 -. "Naloxegol Oxalate and Solid Dispersion thereof". Paragraph 0126. . Retrieved 2021/11/05.
• 2、 -. "PROTEOLYSIS-TARGETING PROTACS INDUCING DEGRADATION OF C-MIC PROTEIN". Page/Page column 00205-00206; 00209-00210. . Retrieved 2020/12/30.