2,5-Pyrrolidinedione, 1-[(hydroxyacetyl)oxy]-

Base Information

• Chemical Name: 2,5-Pyrrolidinedione, 1-[(hydroxyacetyl)oxy]-
• CAS No.: 19374-87-9
• Molecular Formula: C6H7NO5
• Molecular Weight: 173.125
• Mol file: 19374-87-9.mol

Synonyms:N-Hydroxymethylcarbonyloxy-succinimid;glycolyl-NHS ester;2,5-Pyrrolidinedione,1-[(hydroxyacetyl)oxy];N-hydroxysuccinimidyl glycolate;

Chemical Property of 2,5-Pyrrolidinedione, 1-[(hydroxyacetyl)oxy]-

Chemical Property:

• PSA: 83.91000
• LogP: -1.47620

Purity/Quality:

98% ^*data from raw suppliers

N-(Glycoloyloxy)-succinimide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: N-(Glycoloyloxy)-succinimide is used in the synthesis of Cletoquine (C573505). Cletoquine is a metabolite of Hydroxychloroquine (H916900), an anti-malarial; anti-rheumatic; lupus erythematosus suppressant.

Technology Process of 2,5-Pyrrolidinedione, 1-[(hydroxyacetyl)oxy]-

There total 2 articles about 2,5-Pyrrolidinedione, 1-[(hydroxyacetyl)oxy]- 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:

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + glycolic Acid (79-14-1) → (2,5-dioxopyrrolidin-1-yl) 2-hydroxyacetate (19374-87-9)

Guidance literature:

With dicyclohexyl-carbodiimide; In tetrahydrofuran; at 0 ℃; for 3h;

Reference yield:

→ (2,5-dioxopyrrolidin-1-yl) 2-hydroxyacetate (19374-87-9)

Guidance literature:

N-Hydroxy-succinimid, Glykolsaeure;

DOI:10.1021/jm00310a040

Reference yield: 86.0%

(2,5-dioxopyrrolidin-1-yl) 2-hydroxyacetate (19374-87-9) + benzyl 3,6-di-O-benzyl-2-deoxy-5-O-methyl-α-D-mannofuranosamine (119870-39-2) → benzyl 3,6-di-O-benzyl-2-deoxy-2-N-glycolyl-5-O-methyl-α-D-mannofuranoside (1332835-25-2)

Guidance literature:

In N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2011.04.083

upstream raw materials:

1-hydroxy-pyrrolidine-2,5-dione

glycolic Acid

Downstream raw materials:

2-hydroxy-N,N-dimethylacetamide

benzyl 3,6-di-O-benzyl-2-deoxy-2-N-glycolyl-5-O-methyl-α-D-mannofuranoside

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