4-Nitrophenyl2-acetamido-2-deoxy-3-O-[2-O-(a-L-fucopyranosyl)-b-D-galactopyranosyl]-b-D-glucopyranoside

Base Information

• Chemical Name: 4-Nitrophenyl2-acetamido-2-deoxy-3-O-[2-O-(a-L-fucopyranosyl)-b-D-galactopyranosyl]-b-D-glucopyranoside
• CAS No.: 93496-53-8
• Molecular Formula: C26H38 N2 O17
• Molecular Weight: 650.58
• Mol file: 93496-53-8.mol

Synonyms:4-Nitrophenyl2-acetamido-2-deoxy-3-O-[2-O-(a-L-fucopyranosyl)-b-D-galactopyranosyl]-b-D-glucopyranoside

Chemical Property of 4-Nitrophenyl2-acetamido-2-deoxy-3-O-[2-O-(a-L-fucopyranosyl)-b-D-galactopyranosyl]-b-D-glucopyranoside

Chemical Property:

• Melting Point: >230°C (dec.)
• Boiling Point: 996.3±65.0 °C(Predicted)
• PKA: 12.67±0.70(Predicted)
• PSA: 292.14000
• Density: 1.63±0.1 g/cm3(Predicted)
• LogP: -3.49260
• Storage Temp.: -20°C Freezer, Under Inert Atmosphere
• Solubility.: DMSO, Water

Purity/Quality:

98% ^*data from raw suppliers

p-Nitrophenyl2-Acetamido-2-deoxy-3-O-[2-O-α-L-fucopyranosyl)-β-D-galactopyranosyl]-β-D-glucopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: p-Nitrophenyl 2-Acetamido-2-deoxy-3-O-[2-O-α-L-fucopyranosyl)-β-D-galactopyranosyl]-β-D-glucopyranoside (cas# 93496-53-8) is a compound useful in organic synthesis.

Technology Process of 4-Nitrophenyl2-acetamido-2-deoxy-3-O-[2-O-(a-L-fucopyranosyl)-b-D-galactopyranosyl]-b-D-glucopyranoside

There total 4 articles about 4-Nitrophenyl2-acetamido-2-deoxy-3-O-[2-O-(a-L-fucopyranosyl)-b-D-galactopyranosyl]-b-D-glucopyranoside 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: 92.0%

p-nitrophenyl 2-acetamido-2-deoxy-3-O-<3,4,6-tri-O-acetyl-2-O-(2,3,4-tri-O-acetyl-α-L-fucopyranosyl)-β-D-galactopyranosyl>-β-D-glucopyranoside (93496-52-7) → p-nitrophenyl 2-acetamido-2-deoxy-3-O-(2-O-α-L-fucopyranosyl-β-D-galactopyranosyl)-β-D-glucopyranoside (93496-53-8)

Guidance literature:

With water; triethylamine; In methanol; at 4 ℃;

DOI:10.1016/0008-6215(84)85246-5

Reference yield:

p-nitrophenyl 2-acetamido-2-deoxy-4,6-O-(p-methoxybenzylidene)-β-D-glucopyranoside (40615-62-1) → p-nitrophenyl 2-acetamido-2-deoxy-3-O-(2-O-α-L-fucopyranosyl-β-D-galactopyranosyl)-β-D-glucopyranoside (93496-53-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 0.3 g / mercuric cyanide / benzene; nitromethane / 48 h / 55 °C

2: 70 percent aq. acetic acid / 1 h / 55 °C

3: 92 percent / triethylamine, water / methanol / 4 °C

With water; mercury(II) cyanide; acetic acid; triethylamine; In methanol; nitromethane; benzene;

DOI:10.1016/0008-6215(84)85246-5

Reference yield:

3,4,6-tri-O-acetyl-2-O-(2,3,4-tri-O-acetyl-α-L-fucopyranosyl)-α-D-galactopyranosyl bromide (78216-80-5) → p-nitrophenyl 2-acetamido-2-deoxy-3-O-(2-O-α-L-fucopyranosyl-β-D-galactopyranosyl)-β-D-glucopyranoside (93496-53-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 0.3 g / mercuric cyanide / benzene; nitromethane / 48 h / 55 °C

2: 70 percent aq. acetic acid / 1 h / 55 °C

3: 92 percent / triethylamine, water / methanol / 4 °C

With water; mercury(II) cyanide; acetic acid; triethylamine; In methanol; nitromethane; benzene;

DOI:10.1016/0008-6215(84)85246-5

upstream raw materials:

p-nitrophenyl 2-acetamido-2-deoxy-3-O-<3,4,6-tri-O-acetyl-2-O-(2,3,4-tri-O-acetyl-α-L-fucopyranosyl)-β-D-galactopyranosyl>-β-D-glucopyranoside

p-nitrophenyl 2-acetamido-2-deoxy-4,6-O-(p-methoxybenzylidene)-β-D-glucopyranoside

3,4,6-tri-O-acetyl-2-O-(2,3,4-tri-O-acetyl-α-L-fucopyranosyl)-α-D-galactopyranosyl bromide

p-nitrophenyl 2-acetamido-2-deoxy-4,6-O-(p-methoxybenzylidene)-3-O-<3,4,6-tri-O-acetyl-2-O-(2,3,4-tri-O-acetyl-α-L-fucopyranosyl)-β-D-galactopyranosyl>-β-D-glucopyranoside

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