Bis(4-oxopentanoic acid)anhydride

Base Information

• Chemical Name: Bis(4-oxopentanoic acid)anhydride
• CAS No.: 40608-06-8
• Molecular Formula: C10H14O5
• Molecular Weight: 214.218
• Mol file: 40608-06-8.mol

Synonyms:Bis(4-oxopentanoic acid)anhydride;Di(4-oxopentanoic)anhydride;Dilevulinic anhydride;Levulinic anhydride

Chemical Property of Bis(4-oxopentanoic acid)anhydride

Chemical Property:

• Boiling Point: 70-75 °C
• PSA: 77.51000
• Density: 1.136±0.06 g/cm3(Predicted)
• LogP: 0.79460

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Bis(4-oxopentanoic acid)anhydride

There total 1 articles about Bis(4-oxopentanoic acid)anhydride 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:

levulinic acid (123-76-2) → levulinic anhydride (40608-06-8) + 1,3-Dicyclohexylurea (2387-23-7)

Guidance literature:

With dicyclohexyl-carbodiimide; In ethyl acetate; at 20 ℃; for 1.5h;

Reference yield: 100.0%

C17H22O7 + levulinic anhydride (40608-06-8) → C22H28O9

Guidance literature:

With N-ethyl-N,N-diisopropylamine; dmap; In tetrahydrofuran; at 10 - 20 ℃; Inert atmosphere;

Reference yield: 100.0%

methyl 3-O-benzyl-1,2-O-isopropylidene-β-L-idopyranosyluronate (444118-44-9) + levulinic anhydride (40608-06-8) → C22H28O9

Guidance literature:

With dmap; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 20 ℃; for 16h; Inert atmosphere; Industry scale;

upstream raw materials:

levulinic acid

Downstream raw materials:

levulinic acid-(4-nitro-benzyl ester)

allyl 2,3,4-tri-O-benzyl-6-O-levulinyl-α-D-glucopyranoside

4-Oxo-pentanoic acid 4-phenyl-5-thioxo-4,5-dihydro-tetrazol-1-ylmethyl ester

4-Oxo-pentanoic acid (2R,3S,4R,5R)-5-(6-benzoylamino-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-3-yl ester

Refernces

Total synthesis of sulfated Le(x) pentaosyl ceramide

10.1016/0008-6215(94)00264-9

The research details the first total synthesis of sulfated Le" pentaosyl ceramide, a significant endeavor due to the biological importance of these compounds in cell-adhesion processes, particularly in mediating the binding of leucocytes to endothelial cells and platelets. The study aimed to provide an efficient chemical synthesis method for these ligands, which are recognized by L-selectin. The synthesis process involved a series of complex glycosylation reactions using compounds derived from D-galactose, 2-amino-2-deoxy-D-glucose, rA.tcose, and lactose, among others. Key chemicals used in the synthesis included ceramide derivative 4, glycopentaosyl donor 3, and various protecting and deprotecting agents such as levulinic anhydride, hydrazine hydrate, and NaOH. The successful synthesis was confirmed through various spectroscopic techniques, and the final products, sulfated Le" pentaosyl ceramide 1 and 2, were obtained after a series of transformations and deprotection steps. The study concluded with the achievement of a stereo-controlled synthesis of the sulfated Le" pentaosylceramides, providing a foundation for further chemical and biological scrutiny of these compounds.