N-(3-azidoprop-1-yl)fluoresceinyl-6-carboxamide

Base Information

• Chemical Name: N-(3-azidoprop-1-yl)fluoresceinyl-6-carboxamide
• CAS No.: 1386385-76-7
• Molecular Formula: C₂₄H₁₈N₄O₆
• Molecular Weight: 458.43
• Mol file: 1386385-76-7.mol

Synonyms:

Chemical Property of N-(3-azidoprop-1-yl)fluoresceinyl-6-carboxamide

Chemical Property:

Purity/Quality:

95% ^*data from raw suppliers

FAMazide,6-isomer 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Description: FAM (fluorescein) azide, pure 6-isomer, is a Click Chemistry labeling reagent.This reagent can replace Alexa Fluor 488 and DyLight 488.
• Uses: This 488nm absorbing dye is probably the most popular dye in cell biology and represents an alternative to Alexa Fluor 488 and the DyLight 488. Fluorescent dye azides can be used for the fluorescent labeling of terminal alkyne-modified molecules by the Cu(I)-catalyzed azide-alkyne (CuAAC) reaction (click reaction).

Technology Process of N-(3-azidoprop-1-yl)fluoresceinyl-6-carboxamide

There total 4 articles about N-(3-azidoprop-1-yl)fluoresceinyl-6-carboxamide 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: 93.0%

C32H30N4O8 (1404458-84-9) → N-(3-azidoprop-1-yl)fluoresceinyl-6-carboxamide (1386385-76-7)

Guidance literature:

With trifluoroacetic acid; at 60 ℃; for 2h; Inert atmosphere;

DOI:10.1002/anie.201201475

Reference yield:

trimellitic Anhydride (552-30-7,145253-53-8) → N-(3-azidoprop-1-yl)fluoresceinyl-6-carboxamide (1386385-76-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sulfuric acid / toluene / 2 h / 180 °C / Microwave irradiation

2.1: pyridine / dichloromethane / 18 h / 0 - 20 °C

3.1: benzotriazol-1-ol; dicyclohexyl-carbodiimide / tetrahydrofuran / 0.33 h / Inert atmosphere

3.2: 18 h / 20 °C / Inert atmosphere

4.1: trifluoroacetic acid / 2 h / 60 °C / Inert atmosphere

With pyridine; sulfuric acid; benzotriazol-1-ol; dicyclohexyl-carbodiimide; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; toluene;

DOI:10.1002/anie.201201475

Reference yield:

recorcinol (108-46-3) → N-(3-azidoprop-1-yl)fluoresceinyl-6-carboxamide (1386385-76-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sulfuric acid / toluene / 2 h / 180 °C / Microwave irradiation

2.1: pyridine / dichloromethane / 18 h / 0 - 20 °C

3.1: benzotriazol-1-ol; dicyclohexyl-carbodiimide / tetrahydrofuran / 0.33 h / Inert atmosphere

3.2: 18 h / 20 °C / Inert atmosphere

4.1: trifluoroacetic acid / 2 h / 60 °C / Inert atmosphere

With pyridine; sulfuric acid; benzotriazol-1-ol; dicyclohexyl-carbodiimide; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; toluene;

DOI:10.1002/anie.201201475

upstream raw materials:

C₃₂H₃₀N₄O₈

trimellitic Anhydride

recorcinol

6-carboxyfluorescein

Refernces