benzyl [methyl(N-acetyl-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosyl)onate]-(2-3)-(6-O-trimethylacetyl-β-D-galactopyranosyl)-(1-3)-2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside

Base Information

• Chemical Name: benzyl [methyl(N-acetyl-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosyl)onate]-(2-3)-(6-O-trimethylacetyl-β-D-galactopyranosyl)-(1-3)-2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside
• CAS No.: 490033-55-1
• Molecular Formula: C₅₅H₇₂N₂O₂₅
• Molecular Weight: 1161.18
• Mol file: 490033-55-1.mol

Synonyms:benzyl [methyl(N-acetyl-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosyl)onate]-(2-3)-(6-O-trimethylacetyl-β-D-galactopyranosyl)-(1-3)-2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside

Chemical Property of benzyl [methyl(N-acetyl-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosyl)onate]-(2-3)-(6-O-trimethylacetyl-β-D-galactopyranosyl)-(1-3)-2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl [methyl(N-acetyl-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosyl)onate]-(2-3)-(6-O-trimethylacetyl-β-D-galactopyranosyl)-(1-3)-2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside

There total 2 articles about benzyl [methyl(N-acetyl-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosyl)onate]-(2-3)-(6-O-trimethylacetyl-β-D-galactopyranosyl)-(1-3)-2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside 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: 45.0%

methyl [phenyl 4,7,8,9-tetra-O-acetyl-5-(N,N-diacetylamino)-3,5-dideoxy-2-thio-α-D-glycero-D-galacto-non-2-ulopyranoside]onate + benzyl (6-O-trimethylacetyl-β-D-galactopyranosyl)-(1-3)-4,6-O-benzylidene-2-acetamido-2-deoxy-α-D-galactopyranoside → benzyl [methyl(N-acetyl-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosyl)onate]-(2-3)-(6-O-trimethylacetyl-β-D-galactopyranosyl)-(1-3)-2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside (490033-55-1)

Guidance literature:

With N-iodo-succinimide; trifluorormethanesulfonic acid; 3 A molecular sieve; In dichloromethane; acetonitrile; at -70 - -50 ℃; for 16h;

DOI:10.1016/S0968-0896(02)00246-8

Reference yield:

2,2-Dimethyl-propionic acid (2R,3S,4S,5R,6R)-3,4,5-triacetoxy-6-((4aR,6S,7R,8R,8aR)-7-acetylamino-6-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy)-tetrahydro-pyran-2-ylmethyl ester → benzyl [methyl(N-acetyl-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosyl)onate]-(2-3)-(6-O-trimethylacetyl-β-D-galactopyranosyl)-(1-3)-2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside (490033-55-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / CH₃ONa / methanol; CH₂Cl₂ / 0.33 h / -20 - -15 °C

2: 45 percent / N-iodosuccinimide; trifluoromethanesulfonic acid; molecular sieves 3 Angstroem / acetonitrile; CH₂Cl₂ / 16 h / -70 - -50 °C

With N-iodo-succinimide; trifluorormethanesulfonic acid; 3 A molecular sieve; sodium methylate; In methanol; dichloromethane; acetonitrile;

DOI:10.1016/S0968-0896(02)00246-8

Reference yield: 72.0%

acetic anhydride (108-24-7) + benzyl [methyl(N-acetyl-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosyl)onate]-(2-3)-(6-O-trimethylacetyl-β-D-galactopyranosyl)-(1-3)-2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside (490033-55-1) → benzyl [methyl(N-acetyl-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosyl)onate]-(2-3)-(6-O-trimethylacetyl-2,4-O-di-acetyl-β-D-galactopyranosyl)-(1-3)-2-acetamido-2-deoxy-α-D-galactopyranoside

Guidance literature:

acetic anhydride; benzyl [methyl(N-acetyl-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosyl)onate]-(2-3)-(6-O-trimethylacetyl-β-D-galactopyranosyl)-(1-3)-2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside; With pyridine; dmap; at 20 ℃; for 12h;

With acetic acid; at 60 - 65 ℃; for 1.5h;

DOI:10.1016/S0968-0896(02)00246-8