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

Base Information

• Chemical Name: 4-nitrophenoxymethyl 2-acetamido-2-deoxy-β-D-glucopyranoside
• CAS No.: 1353638-98-8
• Molecular Formula: C₁₅H₂₀N₂O₉
• Molecular Weight: 372.332
• Mol file: 1353638-98-8.mol

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

Chemical Property of 4-nitrophenoxymethyl 2-acetamido-2-deoxy-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-nitrophenoxymethyl 2-acetamido-2-deoxy-β-D-glucopyranoside

There total 8 articles about 4-nitrophenoxymethyl 2-acetamido-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: 90.0%

4-nitrophenoxymethyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside (1353638-97-7) → 4-nitrophenoxymethyl 2-acetamido-2-deoxy-β-D-glucopyranoside (1353638-98-8)

Guidance literature:

4-nitrophenoxymethyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside; With sodium methylate; In methanol; at 20 ℃; for 6h;

In methanol; at 20 ℃;

DOI:10.1080/07328303.2011.610543

Reference yield:

4-nitrophenyl N-acetyl-β-D-glucosaminide (3459-18-5,50645-66-4) → 4-nitrophenoxymethyl 2-acetamido-2-deoxy-β-D-glucopyranoside (1353638-98-8)

Guidance literature:

Multi-step reaction with 7 steps

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

2.1: sodium hydride; sodium iodide / N,N-dimethyl-formamide

3.1: thionyl chloride / dichloromethane

4.1: potassium carbonate; sodium iodide / acetonitrile / 16 h / 20 °C

5.1: ethylenediamine / butan-1-ol / 20 h / 120 °C / Inert atmosphere

6.1: pyridine / 20 °C

7.1: sodium methylate / methanol / 6 h / 20 °C

7.2: Amberlite IR-120 acidic resin / 20 °C

With pyridine; thionyl chloride; jack-bean β-hexosaminidase; water; sodium methylate; sodium hydride; potassium carbonate; ethylenediamine; sodium iodide; In methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile; butan-1-ol; 7.1: Zemplen deacetylation;

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-nitrophenoxymethyl 2-acetamido-2-deoxy-β-D-glucopyranoside (1353638-98-8)

Guidance literature:

Multi-step reaction with 8 steps

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

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

3.1: sodium hydride; sodium iodide / N,N-dimethyl-formamide

4.1: thionyl chloride / dichloromethane

5.1: potassium carbonate; sodium iodide / acetonitrile / 16 h / 20 °C

6.1: ethylenediamine / butan-1-ol / 20 h / 120 °C / Inert atmosphere

7.1: pyridine / 20 °C

8.1: sodium methylate / methanol / 6 h / 20 °C

8.2: Amberlite IR-120 acidic resin / 20 °C

With pyridine; thionyl chloride; jack-bean β-hexosaminidase; water; sodium methylate; sodium hydride; potassium carbonate; hydrazine hydrate; ethylenediamine; sodium iodide; In methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile; butan-1-ol; 8.1: Zemplen deacetylation;

DOI:10.1080/07328303.2011.610543

upstream raw materials:

4-nitrophenylcarbamoyl 2-acetamido-3,4,6-tri-O-acetyl-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

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