5-acetamido-3,5-dideoxy-D-glycero-β-D-galacto-2-nonulosonic acid benzyl ester

Base Information

• Chemical Name: 5-acetamido-3,5-dideoxy-D-glycero-β-D-galacto-2-nonulosonic acid benzyl ester
• CAS No.: 113757-75-8
• Molecular Formula: C₁₈H₂₅NO₉
• Molecular Weight: 399.398
• Mol file: 113757-75-8.mol

Synonyms:5-acetamido-3,5-dideoxy-D-glycero-β-D-galacto-2-nonulosonic acid benzyl ester

Chemical Property of 5-acetamido-3,5-dideoxy-D-glycero-β-D-galacto-2-nonulosonic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-acetamido-3,5-dideoxy-D-glycero-β-D-galacto-2-nonulosonic acid benzyl ester

There total 5 articles about 5-acetamido-3,5-dideoxy-D-glycero-β-D-galacto-2-nonulosonic acid benzyl 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: 90.0%

benzyl bromide (100-39-0) + N-acetyl neuraminic acid (19342-33-7) → (2S,4S,5R,6R)-benzyl 5-acetamido-2,4-dihydroxy-6-((1R,2R)-1,2,3-trihydroxypropyl)tetrahydro-2H-pyran-1-carboxylate (113757-75-8)

Guidance literature:

N-acetyl neuraminic acid; With caesium carbonate; In water; pH=7 - 8;

benzyl bromide; In N,N-dimethyl-formamide; for 24h;

DOI:10.1021/jm3009713

Reference yield: 90.0%

N-acetyl neuraminic acid (6813-81-6,14120-72-0,19342-33-7,21646-00-4,82349-00-6,99395-98-9,99395-99-0,99396-00-6,102734-10-1,489-46-3,140671-47-2,140850-42-6,140850-43-7,140850-44-8,145375-13-9) + benzyl bromide (100-39-0) → (2S,4S,5R,6R)-benzyl 5-acetamido-2,4-dihydroxy-6-((1R,2R)-1,2,3-trihydroxypropyl)tetrahydro-2H-pyran-1-carboxylate (113757-75-8)

Guidance literature:

N-acetyl neuraminic acid; With caesium carbonate; In water;

benzyl bromide; In N,N-dimethyl-formamide; at 20 ℃; Inert atmosphere;

DOI:10.1039/c6ob01706a

Reference yield: 84.0%

benzyl chloroformate (501-53-1,94274-21-2) + N-acetyl neuraminic acid (19342-33-7) → (2S,4S,5R,6R)-benzyl 5-acetamido-2,4-dihydroxy-6-((1R,2R)-1,2,3-trihydroxypropyl)tetrahydro-2H-pyran-1-carboxylate (113757-75-8)

Guidance literature:

In N,N-dimethyl-formamide; at 0 - 23 ℃; for 72h;

DOI:10.1021/jo100732j

upstream raw materials:

N-acetyl neuraminic acid

benzyl bromide

benzyl chloroformate

N-acetyl neuraminic acid

Downstream raw materials:

benzyl 5-acetamido-3,5-dideoxy-8,9-O-isopropylidene-D-glycero-β-D-galacto-2-nonulopyranosonate

(2S,4S,5R,6R)-4-Acetoxy-5-acetylamino-2-hydroxy-6-((1R,2R)-1,2,3-trihydroxy-propyl)-tetrahydro-pyran-2-carboxylic acid benzyl ester

benzyl 5-acetamido-4-O-acetyl-3,5-dideoxy-8,9-O-isopropylidene-D-glycero-β-D-galacto-2-nonulopyranosonate

C₁₉H₂₆N₂O₈