S-acetyl-PEG4-alcohol

Base Information

• Chemical Name: S-acetyl-PEG4-alcohol
• CAS No.: 223611-42-5
• Molecular Formula: C10H20O5S
• Molecular Weight: 252.32800
• Hs Code.: 2942000090
• Mol file: 223611-42-5.mol

Synonyms:tetraethylene glycol monothioacetate;11-thioacetate-3,6,9-trioxa-undecan-1-ol;

Chemical Property of S-acetyl-PEG4-alcohol

Chemical Property:

• PSA: 90.29000
• LogP: 0.30820

Purity/Quality:

97% ^*data from raw suppliers

Ac-S-OEG-OH ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: S-acetyl-PEG4-alcohol is a PEG linker containing a sulfur acetyl group which can be deprotected to form thiol groups. The hydroxyl group can undergo various reactions to further derivatize the compound. The hydrophilic PEG linker increases the water solubility of the compound in aqueous media.

Technology Process of S-acetyl-PEG4-alcohol

There total 11 articles about S-acetyl-PEG4-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: 95.0%

1-O-trityl-11-thioacetyl-3,6,9-trioxa-undecanol (223611-41-4) → S-(2-{2-[2-(2-hydroxyethoxy)ethoxy]ethoxy}ethyl)thioacetate (223611-42-5,165729-83-9)

Guidance literature:

With tetrafluoroboric acid; water; In acetonitrile; at 20 ℃; for 1h;

DOI:10.1002/(SICI)1521-3773(19990401)38:7<974::AID-ANIE974>3.0.CO;2-K

Reference yield: 57.0%

p-toluenesulfonic acid 2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethyl ester (77544-60-6) + potassium thioacetate (10387-40-3) → S-(2-{2-[2-(2-hydroxyethoxy)ethoxy]ethoxy}ethyl)thioacetate (223611-42-5,165729-83-9)

Guidance literature:

With Porcine aminoacylase; In acetone; at 50 ℃; for 0.166667h; Reflux; Enzymatic reaction;

DOI:10.1039/c8cc03048k

Reference yield:

Tetraethylene glycol (112-60-7) → S-(2-{2-[2-(2-hydroxyethoxy)ethoxy]ethoxy}ethyl)thioacetate (223611-42-5,165729-83-9)

Guidance literature:

Multi-step reaction with 4 steps

1: pyridine / 12 h / 0 °C

2: 12 g / 12 h / 20 °C

3: 96 percent / butan-2-one / 2 h / Heating

4: 60 percent / glacial acetic acid / 0.17 h / 45 °C

With pyridine; acetic acid; In butanone;

DOI:10.1002/chem.200204544

upstream raw materials:

1-O-trityl-11-thioacetyl-3,6,9-trioxa-undecanol

Tetraethylene glycol

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

2-(2-(2-<2-(triphenylmethoxy)ethoxy>ethoxy)ethoxy)ethyl methanesulfonate

Downstream raw materials:

11-thioacetyl-3,6,9-trioxaundecanyl-2,3,4,6-tetra-O-benzoyl-β-D-glucopyranoside

11-thioacetyl-3,6,9-trioxaundecanyl-2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl(1->4)-2,3,6-tri-O-benzoyl-β-D-glucopyranoside

S-11-(tosyloxy)-3,6,9-trioxaundecyl ethanethioate

2-(2-(2-(2-(pyridin-2-yldisulfanyl)ethoxy)ethoxy)ethoxy)ethan-1-ol