Azido-PEG6-CH2CO2t-butyl ester

Base Information

• Chemical Name: Azido-PEG6-CH2CO2t-butyl ester
• CAS No.: 297162-49-3
• Molecular Formula: C₁₈H₃₅N₃O₈
• Molecular Weight: 421.491
• Mol file: 297162-49-3.mol

Synonyms:

Chemical Property of Azido-PEG6-CH2CO2t-butyl ester

Chemical Property:

Purity/Quality:

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

Azido-PEG6-CH2CO2-t-Bu 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Description: Azido-PEG6-CH2CO2-t-Bu contain an azide group and a t-butyl ester. PEG spacer increases reagent's solubility in aqueous media. The azide (N3) group can react with alkyne, BCN, DBCO via Click Chemistry. The t-butyl protected carboxyl group can be deprotected under acidic condition.

Technology Process of Azido-PEG6-CH2CO2t-butyl ester

There total 17 articles about Azido-PEG6-CH2CO2t-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: 96.0%

bromoacetic acid tert-butyl ester (5292-43-3) + 17-azido-3,6,9,12,15-pentaoxaheptadecan-1-ol (86770-69-6) → tert-butyl 20-azido-3,6,9,12,15,18-hexaoxaeicosanoate (297162-49-3)

Guidance literature:

With iron oxide; potassium iodide; In dichloromethane; at 20 ℃; for 120h;

DOI:10.1021/ja902743u

Reference yield: 33.0%

tert-butyl 20-iodo-3,6,9,12,15,18-hexaoxicosanoate → tert-butyl 20-azido-3,6,9,12,15,18-hexaoxaeicosanoate (297162-49-3)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 50 ℃; for 2h;

Reference yield:

pentaethylene glycol (2615-15-8) → tert-butyl 20-azido-3,6,9,12,15,18-hexaoxaeicosanoate (297162-49-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 49 percent / Ag₂O / CH₂Cl₂ / 48 h / 20 °C

2.1: 98 percent / NaN₃ / dimethylformamide / 2.5 h / 110 °C

3.1: NaH / tetrahydrofuran / 1.33 h / 0 - 20 °C

3.2: 87 percent / tetrahydrofuran / 15 h / Heating

With sodium azide; sodium hydride; silver(l) oxide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm050893b

upstream raw materials:

bromoacetic acid tert-butyl ester

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

tert-butyl 20-(tosyloxy)-3,6,9,12,15,18-hexaoxicosanoate

pentaethylene glycol

Downstream raw materials:

20-amino-3,6,9,12,15,18-hexaoxaicosanoic acid

C₂₁H₃₃N₃O₈

20-(fluoren-9-ylmethyloxycarbonylamino)-3,6,9,12,15,18-hexaoxaeicosanoic acid

20-amino-3,6,9,12,15,18-hexaoxaeicosanoic acid tert-butyl ester