Azido-PEG4-t-butyl ester

Base Information

• Chemical Name: Azido-PEG4-t-butyl ester
• CAS No.: 581066-04-8
• Molecular Formula: C15H29N3O6
• Molecular Weight: 347.40700
• DSSTox Substance ID: DTXSID601190858
• Mol file: 581066-04-8.mol

Synonyms:Azido-PEG4-t-butyl ester;581066-04-8;Azido-PEG4-Boc;N3-PEG4-tBu;TERT-BUTYL 1-AZIDO-3,6,9,12-TETRAOXAPENTADECAN-15-OATE;N3-PEG4- CH2CH2COOtBu;tert-butyl 3-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]propanoate;Azido-PEG4-COOtBu;Azido-PEG5-t-butylester;N3-PEG4-CH2CH2COOtBu;LCZC3123;SCHEMBL16726894;AMY4513;KUOGRGKKXWMJFM-UHFFFAOYSA-N;DTXSID601190858;ZB0907;AKOS040741248;BP-20436;HY-140777;CS-0114759;E79908;EN300-7366214;1,1-Dimethylethyl 15-azido-4,7,10,13-tetraoxapentadecanoate;15-azido-4,7,10,13-tetraoxapentadecanoic acid tert-butyl ester;15-Azido-4,7,10,13-tetraoxapentadecanoicacid1,1-dimethylethylester

Chemical Property of Azido-PEG4-t-butyl ester

Chemical Property:

• Refractive Index: 1.449 (589.3 nm 23℃)
• PSA: 112.97000
• LogP: 1.54766
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 17
• Exact Mass: 347.20563565
• Heavy Atom Count: 24
• Complexity: 367

Purity/Quality:

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

N3-PEG4-tBu >=95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)CCOCCOCCOCCOCCN=[N+]=[N-]
• Description: Azido-PEG4-t-butyl ester is a click chemistry linker containing an azide (N3) and a t-butyl ester moiety. The hydrophilic PEG spacer increases solubility in aqueous media. The azide group is reactive toward alkyne, BCN, DBCO via Click Chemistry . The t-butyl protected carboxyl group can be deprotected under acidic conditions.

Technology Process of Azido-PEG4-t-butyl ester

There total 7 articles about Azido-PEG4-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: 99.0%

tert-butyl 3-[2-(2-{2-[2-(toluene-4-sulfonyloxy)-ethoxy]ethoxy}ethoxy)ethoxy]propionate (581065-94-3) → tert-butyl 1-azido-3,6,9,12-tetraoxapentadecan-15-oate (581066-04-8)

Guidance literature:

With sodium azide; sodium hydrogencarbonate; for 20h; Inert atmosphere; Reflux;

DOI:10.1016/j.ejmech.2020.112574

Reference yield: 90.0%

tert-butyl 1-(methanesulfonyloxy)-3,6,9,12-tetraoxapentadecan-15-oate (870487-48-2) → tert-butyl 1-azido-3,6,9,12-tetraoxapentadecan-15-oate (581066-04-8)

Guidance literature:

With sodium azide; In ethanol; Heating / reflux;

Reference yield: 77.0%

tert-Butyl acrylate (1663-39-4,25232-27-3) + 2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethanol (86770-67-4) → tert-butyl 1-azido-3,6,9,12-tetraoxapentadecan-15-oate (581066-04-8)

Guidance literature:

With tetrabutylammomium bromide; sodium hydroxide; In dichloromethane; water; at 20 ℃; for 3h; Reagent/catalyst; Solvent;

DOI:10.1002/jlcr.3816

upstream raw materials:

tert-butyl 1-(methanesulfonyloxy)-3,6,9,12-tetraoxapentadecan-15-oate

Tetraethylene glycol

tert-Butyl acrylate

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

Downstream raw materials:

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

2,5-dioxopyrrolidin-1-yl 1-(4-{2-azatricyclo[10.4.0.0^4,9]hexadeca-1⁽¹²⁾,4⁽⁹⁾,5,7,13,15-hexane-10-yn-2-yl}-4-oxobutanamido)-3,6,9,12-tetraoxapentadecan-15-oate

1-(4-{2-azatricyclo[10.4.0.0^4,9]hexadeca-1⁽¹²⁾,4⁽⁹⁾,5,7,13,15-hexane-10-yn-2-yl}-4-oxobutanamido)-3,6,9,12-tetraoxapentadecan-15-oic acid

3-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]propanoic acid