m-PEG3-acid

Base Information

• Chemical Name: m-PEG3-acid
• CAS No.: 209542-49-4
• Molecular Formula: C8H16O5
• Molecular Weight: 192.212
• Hs Code.: 2918999090
• Mol file: 209542-49-4.mol

Synonyms:M-PEG3-ACID;3-[2-(2-methoxy-ethoxy)-ethoxy]-propionic acid;

Chemical Property of m-PEG3-acid

Chemical Property:

• Boiling Point: 301.7±27.0 °C(Predicted)
• PKA: 4.28±0.10(Predicted)
• PSA: 64.99000
• Density: 1.102±0.06 g/cm3(Predicted)
• LogP: 0.14070
• Storage Temp.: 2-8°C
• Solubility.: Soluble in Water, DMSO, DCM, DMF

Purity/Quality:

98%,99%, ^*data from raw suppliers

M-PEG3-Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: m-PEG3-acid is a PEG linker containing a terminal carboxylic acid. The terminal carboxylic acid can react with primary amine groups in the presence of activators (e.g. EDC, or HATU) to form a stable amide bond. The hydrophilic PEG spacer increases solubility in aqueous media.

Technology Process of m-PEG3-acid

There total 2 articles about m-PEG3-acid 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: 94.0%

tert-butyl 3-[2-(2-methoxyethoxy)ethoxy]propanoate (1778219-81-0) → 3-[2-(2-methoxyethoxy)ethoxy]propanoic acid (209542-49-4,125220-94-2)

Guidance literature:

With trifluoroacetic acid; at 20 ℃; for 12h;

DOI:10.1016/j.bmcl.2010.04.049

Reference yield: 24.0%

2-(2-methoxyethoxy)ethyl alcohol (111-77-3,95507-80-5) + tert-Butyl acrylate (1663-39-4,25232-27-3) → 3-[2-(2-methoxyethoxy)ethoxy]propanoic acid (209542-49-4,125220-94-2)

Guidance literature:

2-(2-methoxyethoxy)ethyl alcohol; tert-Butyl acrylate; With sodium; In tetrahydrofuran; at 0 - 20 ℃; for 24h; Inert atmosphere;

With water; sodium hydroxide; for 5h;

Reference yield: 59.0%

3-[2-(2-methoxyethoxy)ethoxy]propanoic acid (209542-49-4,125220-94-2) + 25-hydroxychlolesterol (2140-46-7) → (3S,8S,9S,10R,13R,14S,17R)-17-((R)-6-hydroxy-6-methylheptan-2-yl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl 3-(2-(2-methoxyethoxy)ethoxy)propanoate

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 15h;

upstream raw materials:

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

2-(2-methoxyethoxy)ethyl alcohol

tert-Butyl acrylate

Downstream raw materials:

C₁₅H₂₄NO₇P

Refernces

• 1、 Yerramreddy, Thirupathi Reddy,Milewski, Mikolaj,Penthala, Narsimha Reddy,Stinchcomb, Audra L.,Crooks, Peter A.. "Novel 3-O-pegylated carboxylate and 3-O-pegylated carbamate prodrugs of naltrexone for microneedle-enhanced transdermal delivery". scheme or table. p. 3280 - 3283. Retrieved 2010/08/19.