BENZYL 2-ACETAMIDO-3,6-DI-O-BENZOYL-2,4-DIDEOXY-4-FLUORO-ALPHA-D-GLUCOPYRANOSIDE

Base Information

• Chemical Name: BENZYL 2-ACETAMIDO-3,6-DI-O-BENZOYL-2,4-DIDEOXY-4-FLUORO-ALPHA-D-GLUCOPYRANOSIDE
• CAS No.: 290819-73-7
• Molecular Formula: C15H20 F N O5
• Molecular Weight: 313.326
• Mol file: 290819-73-7.mol

Synonyms:Benzyl2-acetamido-3,6-di-O-benzoyl-2,4-dideoxy-4-fluoro-a-D-glucopyranoside

Chemical Property of BENZYL 2-ACETAMIDO-3,6-DI-O-BENZOYL-2,4-DIDEOXY-4-FLUORO-ALPHA-D-GLUCOPYRANOSIDE

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.555
• Boiling Point: 566.969°C at 760 mmHg
• Flash Point: 296.692°C
• PSA: 100.16000
• Density: 1.311g/cm³
• LogP: 4.24440

Purity/Quality:

95% ^*data from raw suppliers

Benzyl 2-acetamido-3,6-di-O-benzoyl-2,4-dideoxy-4-fluoro-a-D-glucopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of BENZYL 2-ACETAMIDO-3,6-DI-O-BENZOYL-2,4-DIDEOXY-4-FLUORO-ALPHA-D-GLUCOPYRANOSIDE

There total 4 articles about BENZYL 2-ACETAMIDO-3,6-DI-O-BENZOYL-2,4-DIDEOXY-4-FLUORO-ALPHA-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: 92.5%

benzyl 2-acetamido-3,6-di-O-benzoyl-2,4-dideoxy-4-fluoro-α-D-glucopyranoside (290819-68-0) → benzyl 2-acetamido-2,4-dideoxy-4-fluoro-β-D-glucopyranoside (290819-73-7)

Guidance literature:

With potassium hydroxide; In methanol; at 20 ℃; for 0.5h;

DOI:10.1016/S0008-6215(00)00049-5

Reference yield:

Benzyl-2-acetamido-2-desoxy-3,6-di-O-dibenzoyl-α-D-glucopyranosid (82827-77-8) → benzyl 2-acetamido-2,4-dideoxy-4-fluoro-β-D-glucopyranoside (290819-73-7)

Guidance literature:

Multi-step reaction with 4 steps

1: pyridine / CH₂Cl₂ / 0.33 h / 0 - 4 °C

2: NaNO₂ / dimethylformamide / 16 h / 20 °C

3: 85.2 percent / (diethylamino)sulfur trifluoride / CH₂Cl₂ / -5 - 20 °C

4: 92.5 percent / KOH / methanol / 0.5 h / 20 °C

With pyridine; potassium hydroxide; diethylamino-sulfur trifluoride; sodium nitrite; In methanol; dichloromethane; N,N-dimethyl-formamide; 1: Tosylation / 2: Hydrolysis / 3: Substitution / 4: Esterification;

DOI:10.1016/S0008-6215(00)00049-5

Reference yield:

C30H28F3NO10S → benzyl 2-acetamido-2,4-dideoxy-4-fluoro-β-D-glucopyranoside (290819-73-7)

Guidance literature:

Multi-step reaction with 3 steps

1: NaNO₂ / dimethylformamide / 16 h / 20 °C

2: 85.2 percent / (diethylamino)sulfur trifluoride / CH₂Cl₂ / -5 - 20 °C

3: 92.5 percent / KOH / methanol / 0.5 h / 20 °C

With potassium hydroxide; diethylamino-sulfur trifluoride; sodium nitrite; In methanol; dichloromethane; N,N-dimethyl-formamide; 1: Hydrolysis / 2: Substitution / 3: Esterification;

DOI:10.1016/S0008-6215(00)00049-5

upstream raw materials:

benzyl 2-acetamido-3,6-di-O-benzoyl-2,4-dideoxy-4-fluoro-α-D-glucopyranoside

Benzyl-2-acetamido-2-desoxy-3,6-di-O-dibenzoyl-α-D-glucopyranosid

benzyl 2-acetamido-2-deoxy-α-D-glucopyranoside

Downstream raw materials:

2-acetamido-2,4-dideoxy-4-fluoro-α,β-D-glucopyranose

2-acetamido-1,3,6-tri-O-acetyl-2,4-dideoxy-4-fluoro-α,β-D-glucopyranose

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