N-(4-sulfamoylphenethyl)-3-(3-(β-D-glucopyranosyl-1-C-)propylthio)propanamide

Base Information

• Chemical Name: N-(4-sulfamoylphenethyl)-3-(3-(β-D-glucopyranosyl-1-C-)propylthio)propanamide
• CAS No.: 1443005-10-4
• Molecular Formula: C₂₀H₃₂N₂O₈S₂
• Molecular Weight: 492.615
• Mol file: 1443005-10-4.mol

Synonyms:N-(4-sulfamoylphenethyl)-3-(3-(β-D-glucopyranosyl-1-C-)propylthio)propanamide

Chemical Property of N-(4-sulfamoylphenethyl)-3-(3-(β-D-glucopyranosyl-1-C-)propylthio)propanamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(4-sulfamoylphenethyl)-3-(3-(β-D-glucopyranosyl-1-C-)propylthio)propanamide

There total 4 articles about N-(4-sulfamoylphenethyl)-3-(3-(β-D-glucopyranosyl-1-C-)propylthio)propanamide 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: 100.0%

N-(4-sulfamoylphenethyl)-3-(3-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-1-C-)propylthio)propanamide (1443005-00-2) → N-(4-sulfamoylphenethyl)-3-(3-(β-D-glucopyranosyl-1-C-)propylthio)propanamide (1443005-10-4)

Guidance literature:

With sodium methylate; In methanol; at 20 ℃; for 4h;

DOI:10.1039/c3cc42541j

Reference yield:

β-D-glucose pentaacetate (604-69-3) → N-(4-sulfamoylphenethyl)-3-(3-(β-D-glucopyranosyl-1-C-)propylthio)propanamide (1443005-10-4)

Guidance literature:

Multi-step reaction with 3 steps

1: boron trifluoride diethyl etherate / acetonitrile / 48 h / 20 °C / Inert atmosphere

2: 2,2'-azobis(isobutyronitrile) / 1,4-dioxane / 20 h / Inert atmosphere; Reflux

3: sodium methylate / methanol / 4 h / 20 °C

With 2,2'-azobis(isobutyronitrile); boron trifluoride diethyl etherate; sodium methylate; In 1,4-dioxane; methanol; acetonitrile;

DOI:10.1039/c3cc42541j

Reference yield:

bis[N-(4-sulfamoylphenethyl)]-3,3’-dithiodipropanamide → N-(4-sulfamoylphenethyl)-3-(3-(β-D-glucopyranosyl-1-C-)propylthio)propanamide (1443005-10-4)

Guidance literature:

Multi-step reaction with 3 steps

1: diothiothreitol / N,N-dimethyl-formamide / 24 h / 20 °C

2: 2,2'-azobis(isobutyronitrile) / 1,4-dioxane / 20 h / Inert atmosphere; Reflux

3: sodium methylate / methanol / 4 h / 20 °C

With 2,2'-azobis(isobutyronitrile); sodium methylate; diothiothreitol; In 1,4-dioxane; methanol; N,N-dimethyl-formamide;

DOI:10.1039/c3cc42541j

upstream raw materials:

β-D-glucose pentaacetate

Acetic acid (2R,3R,4R,5S,6S)-3,5-diacetoxy-2-acetoxymethyl-6-allyl-tetrahydro-pyran-4-yl ester

N-(4-sulfamoylphenethyl)-3-(3-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-1-C-)propylthio)propanamide