Mes-PEG5- t-butyl ester

Base Information

• Chemical Name: Mes-PEG5- t-butyl ester
• CAS No.: 870487-48-2
• Molecular Formula: C₁₆H₃₂O₉S
• Molecular Weight: 400.491
• Mol file: 870487-48-2.mol

Synonyms:

Chemical Property of Mes-PEG5- t-butyl ester

Chemical Property:

Purity/Quality:

99.3% ^*data from raw suppliers

Ms-PEG4-t-butylester 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Description: Ms-PEG4-t-butyl ester is a PEG linker with a mesyl group and a t-butyl protecting group. Mesyl is a good leaving group and can participate in substitution reactions. The t-butyl group can be removed under acidic condtions. The hydrophilic PEG linker increases the solubility properties of compounds in aqueous media.

Technology Process of Mes-PEG5- t-butyl ester

There total 4 articles about Mes-PEG5- t-butyl ester 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%

methanesulfonyl chloride (124-63-0) + tert-butyl 3-(2-{2-[2-(2-hydroxy-ethoxy)-ethoxy]-ethoxy}-ethoxy)propanoate (518044-32-1,892154-71-1) → tert-butyl 1-(methanesulfonyloxy)-3,6,9,12-tetraoxapentadecan-15-oate (870487-48-2)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 15h;

DOI:10.1016/j.carres.2006.09.012

Reference yield:

C2H5ClOS + tert-butyl 3-(2-{2-[2-(2-hydroxy-ethoxy)-ethoxy]-ethoxy}-ethoxy)propanoate (518044-32-1,892154-71-1) → tert-butyl 1-(methanesulfonyloxy)-3,6,9,12-tetraoxapentadecan-15-oate (870487-48-2)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; Cooling with ice;

Reference yield:

Tetraethylene glycol (112-60-7) → tert-butyl 1-(methanesulfonyloxy)-3,6,9,12-tetraoxapentadecan-15-oate (870487-48-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium / tetrahydrofuran / 2 h / 20 °C

1.2: 24 h / 20 °C

2.1: triethylamine / dichloromethane / 15 h / 0 °C

With sodium; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.3184/174751916X14631433537513

upstream raw materials:

methanesulfonyl chloride

tert-butyl 3-(2-{2-[2-(2-hydroxy-ethoxy)-ethoxy]-ethoxy}-ethoxy)propanoate

Tetraethylene glycol

tert-Butyl acrylate

Downstream raw materials:

tert-butyl 3-[2-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]ethoxy]propanoate

3-[2-(2-{2-[2-(2-aminoethoxy)ethoxy]ethoxy}ethoxy)ethoxy]propanoic acid

Refernces

• 1、 -. "STEROIDS AND PROTEIN-CONJUGATES THEREOF". Paragraph 0638; 0340. . Retrieved 2018/05/27.
• 2、 -. "OPTIMIZED TRANSGLUTAMINASE SITE-SPECIFIC ANTIBODY CONJUGATION". Paragraph 00163. . Retrieved 2017/09/15.