Azido-PEG7-acid

Base Information

• Chemical Name: Azido-PEG7-acid
• CAS No.: 361189-66-4
• Molecular Formula: C₁₅H₂₉N₃O₈
• Molecular Weight: 379.411
• Hs Code.: 2942000090
• Mol file: 361189-66-4.mol

Synonyms:1-azido-3,6,9,12,15,18-hexaoxahenicosan-21-oic acid

Chemical Property of Azido-PEG7-acid

Chemical Property:

• Solubility.: Soluble in Water, DMSO, DCM, DMF

Purity/Quality:

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

N3-PEG6-CH2CH2COOH min.97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Description: Azido-PEG6-acid is a aqueous soluble PEG linker containing an azide and a terminal carboxylic acid. The azide (N3) group can react with alkyne, BCN, DBCO via Click Chemistry to yield a stable triazole linkage. 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.

Technology Process of Azido-PEG7-acid

There total 5 articles about Azido-PEG7-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: 80.0%

ethyl 1-azido-3,6,9,12,15,18-hexaoxahenicosan-21-oate → 1-azido-3,6,9,12,15,18-hexaoxahenicosan-21-oic acid (361189-66-4)

Guidance literature:

With water; lithium hydroxide; In tetrahydrofuran; at 0 - 20 ℃; for 2h;

Reference yield:

tert-butyl 1-azido-3,6,9,12,15,18-hexaoxahenicosan-21-oate (406213-76-1) → 1-azido-3,6,9,12,15,18-hexaoxahenicosan-21-oic acid (361189-66-4)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1016/j.bmcl.2012.10.124

Reference yield:

17-azido-3,6,9,12,15-pentaoxaheptadecan-1-ol (86770-69-6) → 1-azido-3,6,9,12,15,18-hexaoxahenicosan-21-oic acid (361189-66-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C

1.2: 2 h / 0 °C

2.1: water; lithium hydroxide / tetrahydrofuran / 2 h / 0 - 20 °C

With water; sodium hydride; lithium hydroxide; In tetrahydrofuran;

upstream raw materials:

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

17-azido-3,6,9,12,15-pentaoxaheptadecan-1-ol

toluene-4-sulfonic acid 2-[2-(2-{2-[2-(2-hydroxy-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethyl ester

pentaethylene glycol

Refernces

• 1、 -. "SILANOL BASED THERAPEUTIC PAYLOADS". . . Retrieved 2018/01/17.