N-(4-sulfamoylphenethyl)-3-(3-(2,3,6,8,9,10,12-hepta-O-acetyl-β-D-cellobiosyl-1-O-)propylthio)propanamide

Base Information

• Chemical Name: N-(4-sulfamoylphenethyl)-3-(3-(2,3,6,8,9,10,12-hepta-O-acetyl-β-D-cellobiosyl-1-O-)propylthio)propanamide
• CAS No.: 1443005-07-9
• Molecular Formula: C₄₀H₅₆N₂O₂₁S₂
• Molecular Weight: 965.017

Synonyms:N-(4-sulfamoylphenethyl)-3-(3-(2,3,6,8,9,10,12-hepta-O-acetyl-β-D-cellobiosyl-1-O-)propylthio)propanamide

Chemical Property of N-(4-sulfamoylphenethyl)-3-(3-(2,3,6,8,9,10,12-hepta-O-acetyl-β-D-cellobiosyl-1-O-)propylthio)propanamide

Chemical Property:

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Technology Process of N-(4-sulfamoylphenethyl)-3-(3-(2,3,6,8,9,10,12-hepta-O-acetyl-β-D-cellobiosyl-1-O-)propylthio)propanamide

There total 3 articles about N-(4-sulfamoylphenethyl)-3-(3-(2,3,6,8,9,10,12-hepta-O-acetyl-β-D-cellobiosyl-1-O-)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:

β-cellobioseoctaacetate (20764-63-0) → N-(4-sulfamoylphenethyl)-3-(3-(2,3,6,8,9,10,12-hepta-O-acetyl-β-D-cellobiosyl-1-O-)propylthio)propanamide (1443005-07-9)

Guidance literature:

Multi-step reaction with 2 steps

1: boron trifluoride diethyl etherate / dichloromethane / 20 h / 0 - 20 °C / Inert atmosphere

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

With 2,2'-azobis(isobutyronitrile); boron trifluoride diethyl etherate; In 1,4-dioxane; dichloromethane;

DOI:10.1039/c3cc42541j

Reference yield:

bis[N-(4-sulfamoylphenethyl)]-3,3’-dithiodipropanamide → N-(4-sulfamoylphenethyl)-3-(3-(2,3,6,8,9,10,12-hepta-O-acetyl-β-D-cellobiosyl-1-O-)propylthio)propanamide (1443005-07-9)

Guidance literature:

Multi-step reaction with 2 steps

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

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

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

DOI:10.1039/c3cc42541j

Reference yield:

3-mercapto-N-(4-sulfamoylphenethyl)propanamide + allyl 2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyl-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside (97777-13-4,103136-39-6,50256-34-3) → N-(4-sulfamoylphenethyl)-3-(3-(2,3,6,8,9,10,12-hepta-O-acetyl-β-D-cellobiosyl-1-O-)propylthio)propanamide (1443005-07-9)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); In 1,4-dioxane; for 20h; Temperature; Time; Inert atmosphere; Reflux;

DOI:10.1039/c3cc42541j

upstream raw materials:

β-cellobioseoctaacetate

allyl 2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyl-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside

Downstream raw materials:

N-(4-sulfamoylphenethyl)-3-(3-(β-D-cellobiosyl-1-O-)propylthio)propanamide

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