Methyl-(5-acetamido-4,7,8,9-tetra-O-acetyl-2,3,5-tridesoxy-D-glycero-β-D-galacto-2-nonulopyranosylbromid)onat

Base Information

• Chemical Name: Methyl-(5-acetamido-4,7,8,9-tetra-O-acetyl-2,3,5-tridesoxy-D-glycero-β-D-galacto-2-nonulopyranosylbromid)onat
• CAS No.: 83107-51-1
• Molecular Formula: C₂₀H₂₈BrNO₁₂
• Molecular Weight: 554.346
• Mol file: 83107-51-1.mol

Synonyms:Methyl-(5-acetamido-4,7,8,9-tetra-O-acetyl-2,3,5-tridesoxy-D-glycero-β-D-galacto-2-nonulopyranosylbromid)onat

Chemical Property of Methyl-(5-acetamido-4,7,8,9-tetra-O-acetyl-2,3,5-tridesoxy-D-glycero-β-D-galacto-2-nonulopyranosylbromid)onat

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Methyl-(5-acetamido-4,7,8,9-tetra-O-acetyl-2,3,5-tridesoxy-D-glycero-β-D-galacto-2-nonulopyranosylbromid)onat

There total 1 articles about Methyl-(5-acetamido-4,7,8,9-tetra-O-acetyl-2,3,5-tridesoxy-D-glycero-β-D-galacto-2-nonulopyranosylbromid)onat 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 5-acetamido-2,4,7,8,9-penta-O-acetyl-3,5-dideoxy-D-glycero-D-galacto-2-nonulopyranosonate (6931-68-6,72690-21-2,74006-95-4,108740-37-0,108740-38-1,108740-39-2,119241-63-3,119241-64-4,119241-65-5,147129-72-4,147129-73-5,73208-82-9) → methyl-2,3-didehydro-4,7,8,9-tetra-O-acetyl-N-acetylneuraminate (73960-72-2) + Methyl-(5-acetamido-4,7,8,9-tetra-O-acetyl-2,3,5-tridesoxy-D-glycero-β-D-galacto-2-nonulopyranosylbromid)onat (83107-51-1)

Guidance literature:

With hydrogen bromide; acetic anhydride; acetic acid; at 20 ℃; for 1.5h; Title compound not separated from byproducts.;

DOI:10.1021/jo0262412

Reference yield: 32.0%

Methyl-(5-acetamido-4,7,8,9-tetra-O-acetyl-2,3,5-tridesoxy-D-glycero-β-D-galacto-2-nonulopyranosylbromid)onat (83107-51-1) + benzyl alcohol (100-51-6,185532-71-2) → methyl (benzyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-α-D-glycero-D-galacto-2-nonulopyranosid)onate (19342-75-7) + methyl (benzyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-β-D-glycero-D-galacto-2-nonulopyranosid)onate (19342-74-6)

Guidance literature:

With 2,4,6-trimethyl-pyridine; In dichloromethane; for 16h; Ambient temperature;

DOI:10.1016/S0008-6215(92)84240-S

Reference yield: 22.0%

Methyl-(5-acetamido-4,7,8,9-tetra-O-acetyl-2,3,5-tridesoxy-D-glycero-β-D-galacto-2-nonulopyranosylbromid)onat (83107-51-1,147072-89-7) + Benzyl-2-azido-4,6-di-O-(α-(2)H2)benzyl-2-desoxy-3-O-<2,6-di-O-(α-(2)H2)benzyl-β-D-galactopyranosyl>-β-D-galactopyranosid (117177-08-9) → Benzyl-O--(2->3)-O-<(2,6-di-O-(α-(2)H2)benzyl-β-D-galactopyranosyl>-(1->3)-2-azido-4,6-di-O-(α-(2)H2)benzyl-2-desoxy-β-D-galactopyranosid + Benzyl-O--(2->3)-O-<(2,6-di-O-(α-(2)H2)benzyl-β-D-galactopyranosyl>-(1->3)-2-azido-4,6-di-O-(α-(2)H2)benzyl-2-desoxy-β-D-galactopyranosid

Guidance literature:

With 4 A molecular sieve; silver perchlorate; silver carbonate; In dichloromethane; toluene; 4 h, -15 degC; 2 tage, -5 degC;

DOI:10.1016/0008-6215(88)84150-8

upstream raw materials:

methyl 5-acetamido-2,4,7,8,9-penta-O-acetyl-3,5-dideoxy-D-glycero-D-galacto-2-nonulopyranosonate

Downstream raw materials:

Benzyl-O--glycero-β-<*>-galacto-2-nonulopyranosyl)onat>-(2->3)-O-(2,6-di-O-benzyl-β-<*>-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-<*>-glucopyranosid

Benzyl-O--glycero-α-<*>-galacto-2-nonulopyranosyl)onat>-(2->3)-O-(2,6-di-O-benzyl-β-<*>-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-<*>-glucopyranosid

Benzyl-O-(5-acetamido-3,5-didesoxy-<*>-glycero-α-<*>-galacto-2-nonulopyranosylons<*>ure)-(2->3)-O-(2,6-di-O-benzyl-β-<*>-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-<*>-glucopyranosid

Benzyl-O-(5-acetamido-3,5-didesoxy-<*>-glycero-β-<*>-galacto-2-nonulopyranosylons<*>ure)-(2->3)-O-(2,6-di-O-benzyl-β-<*>-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-<*>-glucopyranosid