hex-5-ynoic acid 2,5-dioxo-pyrrolidin-1-yl ester

Base Information

• Chemical Name: hex-5-ynoic acid 2,5-dioxo-pyrrolidin-1-yl ester
• CAS No.: 906564-59-8
• Molecular Formula: C₁₀H₁₁NO₄
• Molecular Weight: 209.202
• Mol file: 906564-59-8.mol

Synonyms:hex-5-ynoic acid 2,5-dioxo-pyrrolidin-1-yl ester

Chemical Property of hex-5-ynoic acid 2,5-dioxo-pyrrolidin-1-yl ester

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

5-HexynoicNHSEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Description: 5-Hexynoic Acid-NHS Ester contains a propargyl group and an NHS ester group. This reagent is an amine reactive reagent for derivatizing peptides, antibodies, amine coated surfaces etc. The propargyl group can react with azide-bearing compounds or biomolecules via copper catalyzed azide-alkyne Click Chemistry to yield a stable triazole linkage.

Technology Process of hex-5-ynoic acid 2,5-dioxo-pyrrolidin-1-yl ester

There total 2 articles about hex-5-ynoic acid 2,5-dioxo-pyrrolidin-1-yl 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: 97.0%

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + hex-5-ynoic acid (53293-00-8) → hex-5-ynoic acid 2,5-dioxo-pyrrolidin-1-yl ester (906564-59-8)

Guidance literature:

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 7h;

DOI:10.1016/j.bmcl.2007.04.001

Reference yield: 53.0%

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + hex-5-in-carboxyl chloride (55183-45-4) → hex-5-ynoic acid 2,5-dioxo-pyrrolidin-1-yl ester (906564-59-8)

Guidance literature:

With triethylamine; In tetrachloromethane; N,N-dimethyl-formamide; at 20 ℃; Inert atmosphere;

DOI:10.1021/jo901809k

Reference yield: 97.0%

hex-5-ynoic acid 2,5-dioxo-pyrrolidin-1-yl ester (906564-59-8) + Ac-YTSSSKNVVR → C56H89N15O19

Guidance literature:

In aq. phosphate buffer; dimethyl sulfoxide; at 25 ℃; for 16h; pH=7.4;

DOI:10.1016/j.bmc.2020.115375

upstream raw materials:

1-hydroxy-pyrrolidine-2,5-dione

hex-5-ynoic acid

hex-5-in-carboxyl chloride

Downstream raw materials:

5-Hexynoic acid benzylamide

methyl 2-(2-(2,2-dimethyl-4-oxo-3,8,11,14-tetraoxa-5-azahexadecan-16-yloxy)-4-hydroxyphenylazo)-5-(3-hex-5-ynamidopropyl)benzoate

6-oxohexanoyl aspartame

N-(N'-hex-5-ynoyl-L-α-aspartyl)-L-phenylalanine 1-methyl ester