Tos-PEG6-t-Butyl ester

Base Information

• Chemical Name: Tos-PEG6-t-Butyl ester
• CAS No.: 850090-10-7
• Molecular Formula: C24H40O10S
• Molecular Weight: 520.642
• Mol file: 850090-10-7.mol

Synonyms:3-{2-[2-(2-{2-[2-(Toluene-4-sulfonyloxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethoxy}-propionic acid tert-butyl ester;

Chemical Property of Tos-PEG6-t-Butyl ester

Chemical Property:

• PSA: 124.20000
• LogP: 3.59590

Purity/Quality:

97% ^*data from raw suppliers

Tos-PEG6-t-Butylester 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Description: Tos-PEG6-t-Butyl ester is a PEG linker containing a t-butyl ester and a tosyl group. The hydrophilic PEG spacer increases solubility in aqueous media. The t-butyl protected carboxyl group can be deprotected under acidic conditions. The tosyl group is a very good leaving group for nucleophilic substitution reactions.

Technology Process of Tos-PEG6-t-Butyl ester

There total 5 articles about Tos-PEG6-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: 92.0%

18-hydroxy-4,7,10,13,16-pentaoxaoctadecanoic acid tert-butyl ester (850090-09-4,892154-71-1) + p-toluenesulfonyl chloride (98-59-9) → 18-(p-toluenesulfonyloxy)-4,7,10,13,16-pentaoxaoctadecanoic acid tert-butyl ester (850090-10-7)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃;

DOI:10.1002/cbic.202100243

Reference yield:

Pentaethylene glycol (4792-15-8) → 18-(p-toluenesulfonyloxy)-4,7,10,13,16-pentaoxaoctadecanoic acid tert-butyl ester (850090-10-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: Na / tetrahydrofuran / 1.5 h

1.2: 80 percent / tetrahydrofuran

2.1: 78 percent / Et₃N / CH₂Cl₂ / 16 h / 20 °C

With sodium; triethylamine; In tetrahydrofuran; dichloromethane; 1.2: Michael addition;

DOI:10.1021/ja043134b

Reference yield:

tert-Butyl acrylate (1663-39-4,25232-27-3) → 18-(p-toluenesulfonyloxy)-4,7,10,13,16-pentaoxaoctadecanoic acid tert-butyl ester (850090-10-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: Na / tetrahydrofuran / 1.5 h

1.2: 80 percent / tetrahydrofuran

2.1: 78 percent / Et₃N / CH₂Cl₂ / 16 h / 20 °C

With sodium; triethylamine; In tetrahydrofuran; dichloromethane; 1.2: Michael addition;

DOI:10.1021/ja043134b

upstream raw materials:

18-hydroxy-4,7,10,13,16-pentaoxaoctadecanoic acid tert-butyl ester

p-toluenesulfonyl chloride

Pentaethylene glycol

tert-Butyl acrylate

Downstream raw materials:

1,4-diiodo-2,5-bis(17-(tert-butoxycarbonyl)-3,6,9,12,15-pentaoxaheptadecyloxy)benzene

1-azido-3,6,9,12,15-pentaoxaoctadecan-18-oic acid

1,4-diiodo-2,5-bis(17-carboxy-3,6,9,12,15-pentaoxaheptadecyloxy)benzene

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