4-nitrophenyl O-(5-acetamido-3,5-dideoxy-α-D-glycero-D-galacto-2-nonulopyranosylonic acid)-(2->6)-β-D-galactopyranoside

Base Information

• Chemical Name: 4-nitrophenyl O-(5-acetamido-3,5-dideoxy-α-D-glycero-D-galacto-2-nonulopyranosylonic acid)-(2->6)-β-D-galactopyranoside
• CAS No.: 81119-31-5
• Molecular Formula: C₂₃H₃₂N₂O₁₆
• Molecular Weight: 592.511
• Mol file: 81119-31-5.mol

Synonyms:4-nitrophenyl O-(5-acetamido-3,5-dideoxy-α-D-glycero-D-galacto-2-nonulopyranosylonic acid)-(2->6)-β-D-galactopyranoside

Chemical Property of 4-nitrophenyl O-(5-acetamido-3,5-dideoxy-α-D-glycero-D-galacto-2-nonulopyranosylonic acid)-(2->6)-β-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-nitrophenyl O-(5-acetamido-3,5-dideoxy-α-D-glycero-D-galacto-2-nonulopyranosylonic acid)-(2->6)-β-D-galactopyranoside

There total 3 articles about 4-nitrophenyl O-(5-acetamido-3,5-dideoxy-α-D-glycero-D-galacto-2-nonulopyranosylonic acid)-(2->6)-β-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: 91.0%

4-nitrophenyl 2,3,4-tri-O-benzoyl-6-O-(methyl 4,7,8,9-tetra-O-acetyl-N-acetyl-α-D-neuraminate-2-yl)-β-D-galactopyranoside → 4-nitrophenyl O-(5-acetamido-3,5-dideoxy-α-D-glycero-D-galacto-2-nonulopyranosylonic acid)-(2->6)-β-D-galactopyranoside (81119-31-5)

Guidance literature:

4-nitrophenyl 2,3,4-tri-O-benzoyl-6-O-(methyl 4,7,8,9-tetra-O-acetyl-N-acetyl-α-D-neuraminate-2-yl)-β-D-galactopyranoside; With sodium methylate; In methanol;

With sodium hydroxide; In 1,4-dioxane;

DOI:10.1016/S0968-0896(00)00224-8

Reference yield:

p-nitrophenyl 2,3,4-tri-O-benzoyl-β-D-galactopyranoside (102717-07-7) → 4-nitrophenyl O-(5-acetamido-3,5-dideoxy-α-D-glycero-D-galacto-2-nonulopyranosylonic acid)-(2->6)-β-D-galactopyranoside (81119-31-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: N-iodosuccinimide; TfOH / acetonitrile / -50 - 20 °C

2.1: MeONa / methanol

2.2: 91 percent / aq. NaOH / dioxane

With N-iodo-succinimide; trifluorormethanesulfonic acid; sodium methylate; In methanol; acetonitrile;

DOI:10.1016/S0968-0896(00)00224-8

Reference yield:

sialyl xanthate → 4-nitrophenyl O-(5-acetamido-3,5-dideoxy-α-D-glycero-D-galacto-2-nonulopyranosylonic acid)-(2->6)-β-D-galactopyranoside (81119-31-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: N-iodosuccinimide; TfOH / acetonitrile / -50 - 20 °C

2.1: MeONa / methanol

2.2: 91 percent / aq. NaOH / dioxane

With N-iodo-succinimide; trifluorormethanesulfonic acid; sodium methylate; In methanol; acetonitrile;

DOI:10.1016/S0968-0896(00)00224-8

upstream raw materials:

p-nitrophenyl 2,3,4-tri-O-benzoyl-β-D-galactopyranoside

Downstream raw materials:

D-Galactose

4-nitro-phenol

cytidine 5'-monophosphate-N-acetylneuraminic acid

4-nitrophenyl-β-D-galactopyranoside