Benzyl-PEG3-Tos

Base Information

• Chemical Name: Benzyl-PEG3-Tos
• CAS No.: 98627-22-6
• Molecular Formula: C18H22O5S
• Molecular Weight: 350.436
• Mol file: 98627-22-6.mol

Synonyms:2-[2-(benzyloxy)ethoxy]ethyl 4-methylbenzene-1-sulfonate;tosyl derivative of diethylene glycol monobenzyl ether;2-(2-(benzyloxy)ethoxy)ethyl-p-toluenesulfonate;Toluene-4-sulfonic acid 2-(2-benzyloxy-ethoxy)-ethyl ester;2-(2-(benzyloxy)ethoxy)ethyl 4-methylbenzenesulfonate;2-(2-benzyloxyethoxy)ethyl toluene-p-sulfonate;1-O-benzyl-5-O-tosyl-3-oxa-pentane-1,5-diol;

Chemical Property of Benzyl-PEG3-Tos

Chemical Property:

• PSA: 70.21000
• LogP: 4.01450

Purity/Quality:

99% ^*data from raw suppliers

Benzyl-PEG3-Tos 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Description: Benzyl-PEG3-Tos is a PEG linker with an acid labile, benzyl protecting group. The tosyl group is a good leaving group. The hydrophilic PEG linker increases the water solubility of the compound in aqueous media.

Technology Process of Benzyl-PEG3-Tos

There total 5 articles about Benzyl-PEG3-Tos 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%

diethylene glycol monobenzyl ether (2050-25-1,1201808-31-2) + p-toluenesulfonyl chloride (98-59-9) → 2-<2-(phenylmethoxy)ethoxy>ethanol 4-methylbenzenesulfonate (98627-22-6)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; at 20 ℃; for 20h;

DOI:10.1021/jo0617464

Reference yield: 97.0%

→ 2-<2-(phenylmethoxy)ethoxy>ethanol 4-methylbenzenesulfonate (98627-22-6)

Guidance literature:

Reference yield:

benzyl bromide (100-39-0) → 2-<2-(phenylmethoxy)ethoxy>ethanol 4-methylbenzenesulfonate (98627-22-6)

Guidance literature:

Multi-step reaction with 2 steps

1: NaH / tetrahydrofuran / 12 h / Ambient temperature

2: pyridine / 0 °C

With pyridine; sodium hydride; In tetrahydrofuran;

DOI:10.1021/ja00091a005

upstream raw materials:

diethylene glycol monobenzyl ether

p-toluenesulfonyl chloride

benzyl chloride

benzyl bromide

Downstream raw materials:

2,2'-bis<2-<2-(phenylmethoxy)ethoxy>ethoxy>-1,1'-binaphthalene

1,2-dibromo-4,5-bis[2'-(2-benzyloxyethoxy)ethoxy]benzene

13-[2-(2-Benzyloxy-ethoxy)-ethyl]-5-benzyloxymethyl-1,4,7,10-tetraoxa-13-aza-cyclopentadecane

Refernces

• 1、 -. "BIFUNCTIONAL MOLECULES CONTAINING AN E3 UBIQUITINE LIGASE BINDING MOIETY LINKED TO A BCL6 TARGETING MOIETY". Paragraph 00600; 00601. . Retrieved 2021/04/23.
• 2、 -. "MODULATORS OF PROTEOLYSIS AND ASSOCIATED METHODS OF USE". Paragraph 00798-00799. . Retrieved 2019/10/29.