Tr-PEG7-alcohol

Base Information

• Chemical Name: Tr-PEG7-alcohol
• CAS No.: 127999-16-0
• Molecular Formula: C31H40O7
• Molecular Weight: 524.654
• Mol file: 127999-16-0.mol

Synonyms:hexaethylene glycol trityl ether;TrO-PEG6-OH;19,19,19-triphenyl-3,6,9,12,15,18-hexaoxanonadecanol;hexaethylene glycol mono(triphenylmethyl ether);1,1,1-triphenyl-2,5,8,11,14,17-hexaoxanonadecan-19-ol;2-[2-(2-{2-[2-(2-Trityloxy-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethanol;

Chemical Property of Tr-PEG7-alcohol

Chemical Property:

• PSA: 75.61000
• LogP: 4.07040
• Solubility.: Soluble in DMSO, DCM, DMF

Purity/Quality:

99% ^*data from raw suppliers

Tr-PEG7 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Description: Tr-PEG7 is a PEG linker containing a trityl alcohol protecting group. The trityl group can be removed under acidic conditions or through hydrogenolysis. The hydrophilic PEG linker increases the water solubility properties of compounds. Increasing the number of ethylene glycol units within a PEG chain improves their water solubility properties.

Technology Process of Tr-PEG7-alcohol

There total 14 articles about Tr-PEG7-alcohol 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: 88.0%

pentaethylene glycol (2615-15-8) + trityl chloride (76-83-5) → 19-(triphenylmethyl)-1,4,7,10,13,16,19-heptaoxanonadecanol (127999-16-0)

Guidance literature:

With pyridine; at 45 ℃;

DOI:10.1021/ja067841b

Reference yield: 82.0%

1-(methylsulfonyl)-10-(triphenylcarbinyl)-1,4,7,10-tetraoxadecane (146462-59-1) + 2,2'-[1,2-ethanediylbis(oxy)]bisethanol (112-27-6) → 19-(triphenylmethyl)-1,4,7,10,13,16,19-heptaoxanonadecanol (127999-16-0)

Guidance literature:

2,2'-[1,2-ethanediylbis(oxy)]bisethanol; With potassium tert-butylate; In tert-butyl alcohol; for 0.5h; Heating;

1-(methylsulfonyl)-10-(triphenylcarbinyl)-1,4,7,10-tetraoxadecane; In tert-butyl alcohol; for 3h; Heating;

DOI:10.1021/jm040800a

Reference yield: 64.0%

Tetraethylene glycol (112-60-7) + 2-<2-(triphenylmethoxy)ethoxy>ethyl methanesulfonate (146462-58-0) → 19-(triphenylmethyl)-1,4,7,10,13,16,19-heptaoxanonadecanol (127999-16-0)

Guidance literature:

Tetraethylene glycol; With potassium tert-butylate; In tert-butyl alcohol; for 0.5h; Reflux;

2-<2-(triphenylmethoxy)ethoxy>ethyl methanesulfonate; In tert-butyl alcohol; for 2h; Reflux;

DOI:10.1021/acs.jmedchem.8b00041

upstream raw materials:

pentaethylene glycol

trityl chloride

1-(methylsulfonyl)-10-(triphenylcarbinyl)-1,4,7,10-tetraoxadecane

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

Refernces

• 1、 Kawamura, Shuhei,Ito, Yoshihiko,Hirokawa, Takatsugu,Hikiyama, Eriko,Yamada, Shizuo,Shuto, Satoshi. "Ligand-Phospholipid Conjugation: A Versatile Strategy for Developing Long-Acting Ligands That Bind to Membrane Proteins by Restricting the Subcellular Localization of the Ligand". . p. 4020 - 4029. Retrieved 2018/05/07.
• 2、 Jaoued-Grayaa, Najeh,Boughariou-Charrada, Boutheina,Hedhli, Ahmed. "Synthesis and the structure to property relationship of monoperfluoroalkyl polyethylene glycol". . p. 767 - 772. Retrieved 2014/07/08.