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

Base Information

• Chemical Name: 5-Acetamido-2,6-anhydro-3,5-dideoxy-D-glycero-D-galacto-non-2-enonic acid
• CAS No.: 108675-60-1
• Molecular Formula: C₁₁H₁₇NO₈
• Molecular Weight: 291.258
• Mol file: 108675-60-1.mol

Synonyms:

Chemical Property of 5-Acetamido-2,6-anhydro-3,5-dideoxy-D-glycero-D-galacto-non-2-enonic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-Acetamido-2,6-anhydro-3,5-dideoxy-D-glycero-D-galacto-non-2-enonic acid

There total 12 articles about 5-Acetamido-2,6-anhydro-3,5-dideoxy-D-glycero-D-galacto-non-2-enonic 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: 73.0%

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)

Guidance literature:

With methanol; sodium methylate; for 0.5h; Ambient temperature;

DOI:10.1016/0008-6215(82)85022-2

Reference yield:

cytidine-5'-monophosphono-N-acetylneuraminic acid (3063-71-6) → 2,3-dehydro-2-deoxy-N-acetylneuraminic acid (24967-27-9,79026-37-2,108675-60-1,108675-61-2,108675-62-3)

Guidance literature:

In N,N-dimethyl-formamide; at 105 ℃; for 6h;

upstream raw materials:

methyl 5-acetamido-2,6-anhydro-3,5-dideoxy-D-glycero-D-galacto-non-2-enonate

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

4-nitrophenyl (5-acetamido-3,5-dideoxy-D-glycero-β-D-galacto-non-2-ulopyranosylonic acid)

ethanol

Downstream raw materials:

5-acetamido-4,7,8,9-tetra-O-benzyl-2,3-dehydro-3,5-dideoxy-D-glycero-D-galacto-2-nonulopyranosonic acid

methyl 5-acetamido-4,7,8,9-tetra-O-benzyl-2,3-dehydro-3,5-dideoxy-D-glycero-D-galacto-2-nonulopyranosonate

(3R,4R,5S,6R)-2-Acetoxy-5-acetylamino-4-benzyloxy-3-phenylselanyl-6-((1S,2R)-1,2,3-tris-benzyloxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester

O--(2->6)-1,2;3,4-di-O-isopropylidene-α-D-galactopyranose