GalNAc beta(1-3)GlcNAc-beta-pNP

Base Information

• Chemical Name: GalNAc beta(1-3)GlcNAc-beta-pNP
• CAS No.: 1456553-26-6
• Molecular Formula: C₂₂H₃₁N₃O₁₃
• Molecular Weight: 545.5
• Mol file: 1456553-26-6.mol

Synonyms:

Chemical Property of GalNAc beta(1-3)GlcNAc-beta-pNP

Chemical Property:

• Boiling Point: 965.4±65.0 °C(Predicted)
• PKA: 12.67±0.70(Predicted)
• Density: 1.55±0.1 g/cm3(Predicted)
• Storage Temp.: <0°C

Purity/Quality:

97% ^*data from raw suppliers

GalNAc beta(1-3)GlcNAc-beta-pNP >98.0%(HPLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: GalNAc beta(1-3)GlcNAc-beta-pNP is a biochemical for proteomics research.

Technology Process of GalNAc beta(1-3)GlcNAc-beta-pNP

There total 19 articles about GalNAc beta(1-3)GlcNAc-beta-pNP 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:

p-nitrophenyl 3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranoside (1147438-51-4) → p-nitrophenyl 2-acetamido-2-deoxy-β-D-glucopyranosyl-(1->3)-2-acetamido-2-deoxy-α-D-galactopyranoside (125455-64-3,1456553-26-6)

Guidance literature:

Multi-step reaction with 9 steps

1.1: sodium methylate / methanol / 0.5 h / 20 °C / pH 10

1.2: Dowex H+

2.1: toluene-4-sulfonic acid / N,N-dimethyl-formamide; acetonitrile / 1 h / 20 °C

3.1: N-iodo-succinimide / dichloromethane / 0.33 h / 20 °C / Inert atmosphere; Molecular sieve

3.2: 1 h / -30 °C / Inert atmosphere; Molecular sieve

4.1: water; acetic acid / dichloromethane / 48 h / 20 °C

5.1: sodium methylate / methanol / 0.33 h / 20 °C

5.2: Dowex H+

6.1: hydrazine / ethanol / 70 °C

7.1: dmap / pyridine / 2 h / 20 °C

8.1: pyridine / 20 °C

9.1: sodium methylate / methanol / 0.5 h

9.2: 1 h

9.3: Dowex H+

With dmap; N-iodo-succinimide; water; sodium methylate; toluene-4-sulfonic acid; acetic acid; hydrazine; In pyridine; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/j.carres.2011.03.036

Reference yield:

p-nitrophenyl 3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranoside (1147438-51-4) → p-nitrophenyl 2-acetamido-2-deoxy-α-D-galactopyranosyl-(1->3)-2-acetamido-2-deoxy-α-D-galactopyranoside (1144040-12-9,1456553-26-6)

Guidance literature:

Multi-step reaction with 6 steps

1.1: sodium methylate / methanol / 0.5 h / 20 °C / pH 10

1.2: Dowex H+

2.1: toluene-4-sulfonic acid / N,N-dimethyl-formamide; acetonitrile / 1 h / 20 °C

3.1: dichloromethane / 0.33 h / 20 °C / Inert atmosphere; Molecular sieve

3.2: 1 h / -20 °C / Inert atmosphere; Molecular sieve

4.1: water; acetic acid / dichloromethane / 20 °C

5.1: pyridine / 20 °C

6.1: sodium methylate / methanol; dichloromethane / 0.5 h

6.2: Dowex H+

With water; sodium methylate; toluene-4-sulfonic acid; acetic acid; In pyridine; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/j.carres.2011.03.036

Reference yield:

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) → p-nitrophenyl 2-acetamido-2-deoxy-α-D-galactopyranosyl-(1->3)-2-acetamido-2-deoxy-α-D-galactopyranoside (1144040-12-9,1456553-26-6)

Guidance literature:

Multi-step reaction with 7 steps

1.1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / -20 °C

2.1: sodium methylate / methanol / 0.5 h / 20 °C / pH 10

2.2: Dowex H+

3.1: toluene-4-sulfonic acid / N,N-dimethyl-formamide; acetonitrile / 1 h / 20 °C

4.1: dichloromethane / 0.33 h / 20 °C / Inert atmosphere; Molecular sieve

4.2: 1 h / -20 °C / Inert atmosphere; Molecular sieve

5.1: water; acetic acid / dichloromethane / 20 °C

6.1: pyridine / 20 °C

7.1: sodium methylate / methanol; dichloromethane / 0.5 h

7.2: Dowex H+

With trimethylsilyl trifluoromethanesulfonate; water; sodium methylate; toluene-4-sulfonic acid; acetic acid; In pyridine; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/j.carres.2011.03.036

upstream raw materials:

1-(4-nitrophenyl)-2-desoxy-2-acetylamino-α-D-glucopyranoside

N,N'-diacetylchitobiose

p-nitrophenyl 3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranoside

4-nitro-phenol