FAM alkyne, 6-isomer

Base Information

• Chemical Name: FAM alkyne, 6-isomer
• CAS No.: 478801-49-9
• Molecular Formula: C₂₄H₁₅NO₆
• Molecular Weight: 413.386
• Mol file: 478801-49-9.mol

Synonyms:N-(2''-propynyl)-3',6'-dihydroxy-3-oxospiro[isobenzofuran-1(3H),9'-[9H]xanthen]-6-carboxamide

Chemical Property of FAM alkyne, 6-isomer

Chemical Property:

• Boiling Point: 722.3±60.0 °C(Predicted)
• PKA: 9.32±0.20(Predicted)
• Density: 1.58±0.1 g/cm3(Predicted)
• Solubility.: Soluble in DMSO, DMF, DCM

Purity/Quality:

99%, ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Description: FAM (fluorescein) alkyne is a high purity (96%) 6-isomer with significant aqueous solubility. Alkyne enables copper-catalyzed Click chemistry.

Technology Process of FAM alkyne, 6-isomer

There total 5 articles about FAM alkyne, 6-isomer 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%

N-(2''-propynyl)-3',6'-dipivaloyloxy-3-oxospiro[isobenzofuran-1(3H),9'-[9H]xanthen]-6-carboxamide (1381804-22-3) → N-(2''-propynyl)-3',6'-dihydroxy-3-oxospiro[isobenzofuran-1(3H),9'-[9H]xanthen]-6-carboxamide (478801-49-9)

Guidance literature:

N-(2''-propynyl)-3',6'-dipivaloyloxy-3-oxospiro[isobenzofuran-1(3H),9'-[9H]xanthen]-6-carboxamide; With sodium hydroxide; In tetrahydrofuran; methanol; at 20 ℃; for 1h;

With hydrogenchloride; In water; pH=2 - 3;

DOI:10.1016/j.bmcl.2012.04.055

Reference yield:

3',6'-bis(2,2-dimethyl-1-oxopropoxy)-3-oxo-spiro[isobenzofuran-1(3H),9'-[9H]xanthene]-6-carboxylic acid (192374-17-7) → N-(2''-propynyl)-3',6'-dihydroxy-3-oxospiro[isobenzofuran-1(3H),9'-[9H]xanthen]-6-carboxamide (478801-49-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / acetonitrile / 8 h / 20 °C

2.1: sodium hydroxide / tetrahydrofuran; methanol / 1 h / 20 °C

2.2: pH 2 - 3

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium hydroxide; In tetrahydrofuran; methanol; acetonitrile;

DOI:10.1016/j.bmcl.2012.04.055

Reference yield:

trimellitic Anhydride (552-30-7,145253-53-8) → N-(2''-propynyl)-3',6'-dihydroxy-3-oxospiro[isobenzofuran-1(3H),9'-[9H]xanthen]-6-carboxamide (478801-49-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: neat (no solvent) / 4 h / 180 - 220 °C

1.2: 23 h / 20 °C / Inert atmosphere

1.3: 19 h / -20 °C

2.1: hydrogenchloride / water / 20 °C

3.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / acetonitrile / 7 h / 20 °C / Inert atmosphere

4.1: sodium hydroxide / methanol; tetrahydrofuran; water / 1 h / 0 - 20 °C

With hydrogenchloride; dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium hydroxide; In tetrahydrofuran; methanol; water; acetonitrile;

DOI:10.1002/anie.202016684

upstream raw materials:

N-(2''-propynyl)-3',6'-dipivaloyloxy-3-oxospiro[isobenzofuran-1(3H),9'-[9H]xanthen]-6-carboxamide

3',6'-bis(2,2-dimethyl-1-oxopropoxy)-3-oxo-spiro[isobenzofuran-1(3H),9'-[9H]xanthene]-6-carboxylic acid

trimellitic Anhydride

recorcinol

Downstream raw materials:

C₃₁H₂₁NO₇

N-[4-[(1E)-2-[4-(dimethylamino)phenyl]diazenyl]benzoyl]-glycine