methyl [2-O-(2-formyl-4-nitrophenyl)-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-galacto-2-nonulopyranosid]onate

Base Information

• Chemical Name: methyl [2-O-(2-formyl-4-nitrophenyl)-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-galacto-2-nonulopyranosid]onate
• CAS No.: 864933-92-6
• Molecular Formula: C₂₇H₃₂N₂O₁₆
• Molecular Weight: 640.555
• Mol file: 864933-92-6.mol

Synonyms:methyl [2-O-(2-formyl-4-nitrophenyl)-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-galacto-2-nonulopyranosid]onate

Chemical Property of methyl [2-O-(2-formyl-4-nitrophenyl)-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-galacto-2-nonulopyranosid]onate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl [2-O-(2-formyl-4-nitrophenyl)-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-galacto-2-nonulopyranosid]onate

There total 3 articles about methyl [2-O-(2-formyl-4-nitrophenyl)-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-galacto-2-nonulopyranosid]onate 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:

methyl acetochloroneuraminate (59367-09-8) + 5-Nitrosalicylaldehyde (97-51-8) → methyl [2-O-(2-formyl-4-nitrophenyl)-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-galacto-2-nonulopyranosid]onate (864933-92-6)

Guidance literature:

With tetrabutylammomium bromide; caesium carbonate; In chloroform; water; at 20 ℃; for 12h;

Reference yield:

N-acetylneuraminic acid methyl ester (20298-35-5,22900-11-4,100678-43-1,109121-98-4,109122-00-1,119241-60-0,119241-61-1,119241-62-2) + 5-Nitrosalicylaldehyde (97-51-8) + acetyl chloride (75-36-5) → methyl [2-O-(2-formyl-4-nitrophenyl)-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-galacto-2-nonulopyranosid]onate (864933-92-6)

Guidance literature:

N-acetylneuraminic acid methyl ester; acetyl chloride; at 20 ℃; for 48h;

5-Nitrosalicylaldehyde; With N-ethyl-N,N-diisopropylamine; In acetonitrile; at 20 ℃; for 4h;

Reference yield:

methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-β-D-galacto-non-2-ulopyranosyl chloride (132883-18-2) + 5-Nitrosalicylaldehyde (97-51-8) → methyl [2-O-(2-formyl-4-nitrophenyl)-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-galacto-2-nonulopyranosid]onate (864933-92-6)

Guidance literature:

With tetrabutylammomium bromide; caesium carbonate; In chloroform; water; at 20 ℃; for 12h;

DOI:10.1002/anie.200501738

upstream raw materials:

methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-β-D-galacto-non-2-ulopyranosyl chloride

5-Nitrosalicylaldehyde

methyl acetochloroneuraminate

N-acetylneuraminic acid methyl ester

Downstream raw materials:

methyl [(2-difluoromethyl-4-nitrophenyl) 4,7,8,9-tetra-O-acetyl-5-(1-methoxyethylideneamino)-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosid]onate

4-acetoxy-5-(acetylamino)-2-[2-(difluoromethyl)-4-(3-{6-[5-(2-oxohexahydrothieno[3,4-d]imidazol-6-yl)pentanoylamino]hexylcarbamoyl}propionylamino)phenoxy]-6-(1,2,3-triacetoxypropyl)tetrahydropyran-2-carboxylic acid methyl ester

4-acetoxy-5-(acetylamino)-2-{4-[(3-carboxypropionyl)amino]-2-(difluoromethyl)phenoxy}-6-(1,2,3-triacetoxypropyl)tetrahydropyran-2-carboxylic acid methyl ester

methyl {2-O-[2-(difluoromethyl)-4-aminophenyl]-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-galacto-2-nonulopyranosid}onate