alpha-aMine-oMega-propionic acid hexaethylene glycol

Base Information

• Chemical Name: alpha-aMine-oMega-propionic acid hexaethylene glycol
• CAS No.: 905954-28-1
• Molecular Formula: C15H31NO8
• Molecular Weight: 353.413
• Hs Code.: 2942000090
• Mol file: 905954-28-1.mol

Synonyms:alpha-aMine-oMega-propionic acid hexaethylene glycol;H2N-PEG6-CH2CH2COOH;α-aMine-ω-propionic acid hexaethylene glycol;1-Amino-3,6,9,12,15,18-hexaoxaheneicosan-21-oic acid;Amino-PEG6-acid;amino-dPEG 6-acid

Chemical Property of alpha-aMine-oMega-propionic acid hexaethylene glycol

Chemical Property:

• Boiling Point: 481.0±45.0 °C(Predicted)
• PKA: 4.28±0.10(Predicted)
• PSA: 118.70000
• Density: 1.130±0.06 g/cm3 (20 ºC 760 Torr), Calc.*
• LogP: 0.21970
• Storage Temp.: -20°C

Purity/Quality:

99%, ^*data from raw suppliers

1-Amino-3,6,9,12,15,18-hexaoxahenicosan-21-oic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: Amino-PEG6-acid is a PEG reagent composing one amine (NH2) and one terminal carboxylic acid group (CO2). The hydrophilic PEG spacer increases solubility in aqueous media. The amino group is reactive with activated NHS esters to form a stable amide bond.

Technology Process of alpha-aMine-oMega-propionic acid hexaethylene glycol

There total 6 articles about alpha-aMine-oMega-propionic acid hexaethylene glycol 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%

1-(9H-fluoren-9-yl)-3-oxo-2,7,10,13,16,19,22-heptaoxa-4-azapentacosan-25-oic acid (882847-34-9,850312-72-0) → 3-[2-[2-[2-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoic acid (905954-28-1)

Guidance literature:

With piperidine; In dichloromethane; at 20 ℃; for 20h;

DOI:10.1016/j.carres.2014.12.010

Reference yield:

tert-butyl 1-amino-3,6,9,12,15,18-hexaoxahenicosan-21-oate (1286281-32-0,872340-65-3) → 3-[2-[2-[2-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoic acid (905954-28-1)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 - 20 ℃; for 1h;

Reference yield:

pentaethylene glycol (2615-15-8) → 3-[2-[2-[2-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoic acid (905954-28-1)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sodium / tetrahydrofuran / 20 °C

1.2: 16 h / 20 °C

2.1: triethylamine / dichloromethane / 0 - 20 °C

3.1: sodium azide / N,N-dimethyl-formamide / 50 °C

4.1: triphenylphosphine / tetrahydrofuran; water / 20 °C

5.1: trifluoroacetic acid / dichloromethane / 1 h / 0 - 20 °C

With sodium azide; sodium; triethylamine; triphenylphosphine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;

upstream raw materials:

1-(9H-fluoren-9-yl)-3-oxo-2,7,10,13,16,19,22-heptaoxa-4-azapentacosan-25-oic acid

pentaethylene glycol

tert-butyl 1-hydroxy-3,6,9,12,15,18-hexaoxahenicosan-21-oate

tert-butyl 1-azido-3,6,9,12,15,18-hexaoxahenicosan-21-oate

Downstream raw materials:

1-{[(tert-butoxy)carbonyl]amino}-3,6,9,12,15,18-hexaoxahenicosan-21-oic acid

Refernces

• 1、 Sundukova, Mayya,Prifti, Efthymia,Bucci, Annalisa,Kirillova, Kseniia,Serrao, Joana,Reymond, Luc,Umebayashi, Miwa,Hovius, Ruud,Riezman, Howard,Johnsson, Kai,Heppenstall, Paul A.. "A Chemogenetic Approach for the Optical Monitoring of Voltage in Neurons". . p. 2341 - 2344. Retrieved 2019.