6-O-(2-trifluoroacetamido-3,4-di-O-benzoyl-2-deoxy-β-D-glucopyranosyl)-2-acetamido-3,4-di-O-benzoyl-2-deoxy-β-D-glucopyranosyl azide

Base Information

• Chemical Name: 6-O-(2-trifluoroacetamido-3,4-di-O-benzoyl-2-deoxy-β-D-glucopyranosyl)-2-acetamido-3,4-di-O-benzoyl-2-deoxy-β-D-glucopyranosyl azide
• CAS No.: 1429306-58-0
• Molecular Formula: C₄₄H₄₀F₃N₅O₁₄
• Molecular Weight: 919.822
• Mol file: 1429306-58-0.mol

Synonyms:6-O-(2-trifluoroacetamido-3,4-di-O-benzoyl-2-deoxy-β-D-glucopyranosyl)-2-acetamido-3,4-di-O-benzoyl-2-deoxy-β-D-glucopyranosyl azide

Chemical Property of 6-O-(2-trifluoroacetamido-3,4-di-O-benzoyl-2-deoxy-β-D-glucopyranosyl)-2-acetamido-3,4-di-O-benzoyl-2-deoxy-β-D-glucopyranosyl azide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-O-(2-trifluoroacetamido-3,4-di-O-benzoyl-2-deoxy-β-D-glucopyranosyl)-2-acetamido-3,4-di-O-benzoyl-2-deoxy-β-D-glucopyranosyl azide

There total 7 articles about 6-O-(2-trifluoroacetamido-3,4-di-O-benzoyl-2-deoxy-β-D-glucopyranosyl)-2-acetamido-3,4-di-O-benzoyl-2-deoxy-β-D-glucopyranosyl azide 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%

6-O-(2-trifluoroacetamido-6-O-tert-butyldiphenylsilyl-3,4-di-O-benzoyl-2-deoxy-β-D-glucopyranosyl)-2-acetamido-3,4-di-O-benzoyl-2-deoxy-β-D-glucopyranosyl azide (1429306-57-9) → 6-O-(2-trifluoroacetamido-3,4-di-O-benzoyl-2-deoxy-β-D-glucopyranosyl)-2-acetamido-3,4-di-O-benzoyl-2-deoxy-β-D-glucopyranosyl azide (1429306-58-0)

Guidance literature:

With tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; at 20 ℃; for 19h;

DOI:10.1016/j.carres.2013.01.008

Reference yield:

ethyl 2-trifluoroacetamido-1-thio-2-deoxy-β-D-glucopyranoside (1429306-52-4) → 6-O-(2-trifluoroacetamido-3,4-di-O-benzoyl-2-deoxy-β-D-glucopyranosyl)-2-acetamido-3,4-di-O-benzoyl-2-deoxy-β-D-glucopyranosyl azide (1429306-58-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: dmap; pyridine / 48 h / 20 °C / Inert atmosphere

1.2: 24 h / 20 °C / Inert atmosphere

2.1: N-iodo-succinimide / dichloromethane / 0.5 h / 20 °C / Inert atmosphere

2.2: 25 h / 20 °C / Inert atmosphere

3.1: acetic acid; tetrabutyl ammonium fluoride / tetrahydrofuran / 19 h / 20 °C

With pyridine; dmap; N-iodo-succinimide; tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.carres.2013.01.008

Reference yield:

2-acetamido-6-O-tert-butyldiphenylsilyl-3,4-di-O-benzoyl-2-deoxy-β-D-glucopyranosyl azide (1429306-51-3) → 6-O-(2-trifluoroacetamido-3,4-di-O-benzoyl-2-deoxy-β-D-glucopyranosyl)-2-acetamido-3,4-di-O-benzoyl-2-deoxy-β-D-glucopyranosyl azide (1429306-58-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: acetic acid; tetrabutyl ammonium fluoride / tetrahydrofuran / 24 h / 20 °C

2.1: N-iodo-succinimide / dichloromethane / 0.5 h / 20 °C / Inert atmosphere

2.2: 25 h / 20 °C / Inert atmosphere

3.1: acetic acid; tetrabutyl ammonium fluoride / tetrahydrofuran / 19 h / 20 °C

With N-iodo-succinimide; tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.carres.2013.01.008

upstream raw materials:

2-acetamido-6-O-tert-butyldiphenylsilyl-3,4-di-O-benzoyl-2-deoxy-β-D-glucopyranosyl azide

ethyl 2-trifluoroacetamido-6-O-tert-butyldiphenylsilyl-3,4-di-O-benzoyl-1-thio-2-deoxy-β-D-glucopyranoside

ethyl 2-trifluoroacetamido-1-thio-2-deoxy-β-D-glucopyranoside

6-O-(2-trifluoroacetamido-6-O-tert-butyldiphenylsilyl-3,4-di-O-benzoyl-2-deoxy-β-D-glucopyranosyl)-2-acetamido-3,4-di-O-benzoyl-2-deoxy-β-D-glucopyranosyl azide

Downstream raw materials:

6-O-[6-O-(2-trifluoroacetamido-3,4,6-tri-O-benzoyl-2-deoxy-β-D-glucopyranosyl)-2-trifluoroacetamido-3,4-di-O-benzoyl-2-deoxy-β-D-glucopyranosyl]-2-acetamido-3,4-di-O-benzoyl-2-deoxy-β-D-glucopyranosyl azide

6-O-[6-O-(2-trifluoroacetamido-6-O-tert-butyldiphenylsilyl 3,4-di-O-benzoyl-2-deoxy-β-D-glucopyranosyl)-2-trifluoroacetamido-3,4-di-O-benzoyl-2-deoxy-β-D-glucopyranosyl]-2-acetamido-3,4-di-O-benzoyl-2-deoxy-β-D-glucopyranosyl azide