4-nitrophenylcarbamoyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside

Base Information

• Chemical Name: 4-nitrophenylcarbamoyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside
• CAS No.: 1353638-99-9
• Molecular Formula: C₂₁H₂₅N₃O₁₂
• Molecular Weight: 511.442
• Mol file: 1353638-99-9.mol

Synonyms:4-nitrophenylcarbamoyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside

Chemical Property of 4-nitrophenylcarbamoyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-nitrophenylcarbamoyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside

There total 1 articles about 4-nitrophenylcarbamoyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-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: 86.0%

2-deoxy-2-acetamido-3,4,6-tri-O-acetyl-D-glucopyranose (10294-12-9,10353-11-4,70749-28-9,76612-22-1,116559-73-0,147129-68-8,34051-43-9) + 4-Nitrophenyl isocyanate (100-28-7) → 4-nitrophenylcarbamoyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside (1353638-99-9)

Guidance literature:

With triethylamine; In toluene; at 20 ℃; for 6h;

DOI:10.1080/07328303.2011.610543

Reference yield: 48.0%

4-nitrophenylcarbamoyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside (1353638-99-9) → 4-nitrophenylcarbamoyl 2-acetamido-2-deoxy-β-D-glucopyranoside (1353639-00-5)

Guidance literature:

With hydrazine hydrate; In methanol; at 20 ℃; for 4h;

DOI:10.1080/07328303.2011.610543

Reference yield:

4-nitrophenylcarbamoyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside (1353638-99-9) → 4-nitro-phenol (100-02-7,78813-13-5,89830-32-0)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrazine hydrate / methanol / 4 h / 20 °C

2: jack-bean β-hexosaminidase; water / 25 °C / pH 5.5 / aq. buffer; Enzymatic reaction

With jack-bean β-hexosaminidase; water; hydrazine hydrate; In methanol;

DOI:10.1080/07328303.2011.610543

upstream raw materials:

2-deoxy-2-acetamido-3,4,6-tri-O-acetyl-D-glucopyranose

4-Nitrophenyl isocyanate

Downstream raw materials:

4-nitro-phenol

4-nitrophenoxymethyl 2-acetamido-2-deoxy-β-D-glucopyranoside

4-nitrophenylcarbamoyl 2-acetamido-2-deoxy-β-D-glucopyranoside

4-nitrophenoxymethyl 2-phthalimido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside