4'-FLUOROPHENYL 2-ACETAMIDO-2-DEOXY-BETA-D-GLUCOPYRANOSIDE

Base Information

• Chemical Name: 4'-FLUOROPHENYL 2-ACETAMIDO-2-DEOXY-BETA-D-GLUCOPYRANOSIDE
• CAS No.: 135608-47-8
• Molecular Formula: C₁₄H₁₈FNO₆
• Molecular Weight: 315.298
• Mol file: 135608-47-8.mol

Synonyms:4'-FLUOROPHENYL 2-ACETAMIDO-2-DEOXY-BETA-D-GLUCOPYRANOSIDE;4-Fluorophenyl2-acetamido-2-deoxy-b-D-glucopyranoside;4''-FLUOROPHENYL 2-ACETAMIDO-2-DEOXY-SS-D-GLUCOPYRANOSIDE

Chemical Property of 4'-FLUOROPHENYL 2-ACETAMIDO-2-DEOXY-BETA-D-GLUCOPYRANOSIDE

Chemical Property:

• Boiling Point: 614.9±55.0 °C(Predicted)
• PKA: 13.38±0.70(Predicted)
• PSA: 108.25000
• Density: 1.43±0.1 g/cm3(Predicted)
• LogP: -0.46090

Purity/Quality:

95% ^*data from raw suppliers

4-Fluorophenyl 2-acetamido-2-deoxy-b-D-glucopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4'-FLUOROPHENYL 2-ACETAMIDO-2-DEOXY-BETA-D-GLUCOPYRANOSIDE

There total 3 articles about 4'-FLUOROPHENYL 2-ACETAMIDO-2-DEOXY-BETA-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:

Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-(4-fluoro-phenoxy)-tetrahydro-pyran-4-yl ester (135608-45-6) → N-[(2S,3R,4R,5S,6R)-2-(4-Fluoro-phenoxy)-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl]-acetamide (135608-47-8)

Guidance literature:

With sodium methylate; In methanol; Ambient temperature;

Reference yield:

4-Fluorophenol (371-41-5) → N-[(2S,3R,4R,5S,6R)-2-(4-Fluoro-phenoxy)-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl]-acetamide (135608-47-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 77 percent / tetrabutylammonium hydrogen sulfate, 1M NaOH / CH₂Cl₂ / 0.75 h / Ambient temperature

2: NaOMe / methanol / Ambient temperature

With sodium hydroxide; sodium methylate; tetra(n-butyl)ammonium hydrogensulfate; In methanol; dichloromethane;

Reference yield:

Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-chloro-tetrahydro-pyran-4-yl ester (3068-34-6) → N-[(2S,3R,4R,5S,6R)-2-(4-Fluoro-phenoxy)-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl]-acetamide (135608-47-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 77 percent / tetrabutylammonium hydrogen sulfate, 1M NaOH / CH₂Cl₂ / 0.75 h / Ambient temperature

2: NaOMe / methanol / Ambient temperature

With sodium hydroxide; sodium methylate; tetra(n-butyl)ammonium hydrogensulfate; In methanol; dichloromethane;

upstream raw materials:

Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-(4-fluoro-phenoxy)-tetrahydro-pyran-4-yl ester

4-Fluorophenol

Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-chloro-tetrahydro-pyran-4-yl ester

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