(4R,5R,6R)-5-Acetylamino-4-hydroxy-6-((1R,2R)-1,2,3-trihydroxy-propyl)-5,6-dihydro-4H-pyran-2-carboxylic acid methyl ester

Base Information

• Chemical Name: (4R,5R,6R)-5-Acetylamino-4-hydroxy-6-((1R,2R)-1,2,3-trihydroxy-propyl)-5,6-dihydro-4H-pyran-2-carboxylic acid methyl ester
• CAS No.: 79026-38-3
• Molecular Formula: C₁₂H₁₉NO₈
• Molecular Weight: 305.285
• Mol file: 79026-38-3.mol

Synonyms:(4R,5R,6R)-5-Acetylamino-4-hydroxy-6-((1R,2R)-1,2,3-trihydroxy-propyl)-5,6-dihydro-4H-pyran-2-carboxylic acid methyl ester

Chemical Property of (4R,5R,6R)-5-Acetylamino-4-hydroxy-6-((1R,2R)-1,2,3-trihydroxy-propyl)-5,6-dihydro-4H-pyran-2-carboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4R,5R,6R)-5-Acetylamino-4-hydroxy-6-((1R,2R)-1,2,3-trihydroxy-propyl)-5,6-dihydro-4H-pyran-2-carboxylic acid methyl ester

There total 9 articles about (4R,5R,6R)-5-Acetylamino-4-hydroxy-6-((1R,2R)-1,2,3-trihydroxy-propyl)-5,6-dihydro-4H-pyran-2-carboxylic acid methyl 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: 100.0%

methyl-2,3-didehydro-4,7,8,9-tetra-O-acetyl-N-acetylneuraminate (73960-72-2) → methyl 5-acetamido-2,6-anhydro-3,5-dideoxy-D-glycero-D-galacto-non-2-enonate (25875-99-4,79026-38-3)

Guidance literature:

With methanol; sodium methylate;

DOI:10.1016/j.bmc.2011.02.010

Reference yield: 41.0%

acetic anhydride (108-24-7) + N-acetylneuraminic acid methyl ester (119241-62-2) → methyl 5-acetamido-2,6-anhydro-2,3,5-trideoxy-D-glycero-D-talo-non-2-enonate (25875-99-4,79026-38-3) + methyl 5-acetamido-2,6-anhydro-2,3,5-trideoxy-D-glycero-D-galacto-non-2-enonate (25875-99-4,79026-38-3)

Guidance literature:

With sulfuric acid; sodium methylate; Yield given. Multistep reaction; 1.) 40-50 degC; 2.) methanol, 1 h, 25 degC, 18 h, 0 degC;

DOI:10.1016/S0008-6215(00)80711-9

Reference yield: 41.0%

acetic anhydride (108-24-7) + N-acetylneuraminic acid methyl ester (119241-62-2) → methyl 5-acetamido-2,6-anhydro-2,3,5-trideoxy-D-glycero-D-talo-non-2-enonate (25875-99-4,79026-38-3) + methyl 5-acetamido-2,6-anhydro-2,3,5-trideoxy-D-glycero-D-galacto-non-2-enonate (25875-99-4,79026-38-3)

Guidance literature:

With sulfuric acid; sodium methylate; Yield given. Multistep reaction; 1.) 40-50 degC; 2.) methanol, 1 h, 25 degC, 18 h, 0 degC;

DOI:10.1016/S0008-6215(00)80711-9

upstream raw materials:

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

methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-2,6-anhydro-3,5-dideoxy-D-glycero-D-galacto-non-2-enopyranosonate

N-acetyl-4,7,8,9-tetra-O-acetyl-2-chloro-2-deoxyneuraminic acid methyl ester

N-acetyl neuraminic acid

Downstream raw materials:

methyl 5-acetamido-8,9-O-benzylidene-2,3-didehydro-3,5-dideoxy-D-glycero-D-galacto-2-nonulopyranosonate

methyl 5-acetamido-2,6-anhydro-3,5-dideoxy-9-O-bis(4-methoxyphenyl)phenyl-methyl-D-glycero-D-galacto-non-2-en-onate

2,3-dehydro-2-deoxy-N-acetylneuraminic acid

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