2,3-dehydroneuraminic acid

Base Information

• Chemical Name: 2,3-dehydroneuraminic acid
• CAS No.: 41976-42-5
• Molecular Formula: C9H15NO7
• Molecular Weight: 249.221
• Mol file: 41976-42-5.mol

Synonyms:2,3-dehydroneuraminic acid

Chemical Property of 2,3-dehydroneuraminic acid

Chemical Property:

• PSA: 153.47000
• LogP: -2.54370

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2,3-dehydroneuraminic acid

There total 1 articles about 2,3-dehydroneuraminic acid 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: 85.0%

methyl-2,3-didehydro-4,7,8,9-tetra-O-acetyl-N-acetylneuraminate (73960-72-2) → 2,3-dehydro-2-deoxy-N-acetylneuraminic acid (24967-27-9,79026-37-2,108675-60-1,108675-61-2,108675-62-3) + 5-amino-2,6-anhydro-3,5-dideoxy-D-glycero-D-galacto-non-2-enonic acid (41976-42-5)

Guidance literature:

With barium dihydroxide; water; at 90 ℃; for 18h;

DOI:10.1016/S0957-4166(99)00552-2

Reference yield: 74.8%

5-amino-2,6-anhydro-3,5-dideoxy-D-glycero-D-galacto-non-2-enonic acid (41976-42-5) + Acetoxyacetyl chloride (13831-31-7) → 2,6-anhydro-3,5-dideoxy-5-(2-hydroxyacetamido)-D-glycero-D-galacto-non-2-enoic acid (39937-91-2)

Guidance literature:

5-amino-2,6-anhydro-3,5-dideoxy-D-glycero-D-galacto-non-2-enonic acid; Acetoxyacetyl chloride; With potassium carbonate; In methanol; for 6h;

With sodium hydroxide; In water; for 1h; pH=10 - 11;

Reference yield: 49.0%

5-amino-2,6-anhydro-3,5-dideoxy-D-glycero-D-galacto-non-2-enonic acid (41976-42-5) + phenylacetyl chloride (103-80-0) → 2,6-anhydro-3,5-dideoxy-5-phenylacetamido-D-glycero-D-galacto-non-2-enonic acid (464179-65-5)

Guidance literature:

5-amino-2,6-anhydro-3,5-dideoxy-D-glycero-D-galacto-non-2-enonic acid; phenylacetyl chloride; With triethylamine; In tetrahydrofuran; water; for 24h;

With sodium hydroxide; In water;

upstream raw materials:

methyl-2,3-didehydro-4,7,8,9-tetra-O-acetyl-N-acetylneuraminate

Downstream raw materials:

2,6-anhydro-3,5-dideoxy-5-(2-hydroxyacetamido)-D-glycero-D-galacto-non-2-enoic acid

2,6-anhydro-3,5-dideoxy-5-phenylacetamido-D-glycero-D-galacto-non-2-enonic acid

Refernces