propyl 2-acetamido-3,6-di-O-benzoyl-2-deoxy-β-D-glucopyranoside

Base Information

• Chemical Name: propyl 2-acetamido-3,6-di-O-benzoyl-2-deoxy-β-D-glucopyranoside
• CAS No.: 102689-55-4
• Molecular Formula: C₂₅H₂₉NO₈
• Molecular Weight: 471.507
• Mol file: 102689-55-4.mol

Synonyms:propyl 2-acetamido-3,6-di-O-benzoyl-2-deoxy-β-D-glucopyranoside

Chemical Property of propyl 2-acetamido-3,6-di-O-benzoyl-2-deoxy-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of propyl 2-acetamido-3,6-di-O-benzoyl-2-deoxy-β-D-glucopyranoside

There total 5 articles about propyl 2-acetamido-3,6-di-O-benzoyl-2-deoxy-β-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: 78.0%

allyl 2-acetamido-3,6-di-O-benzoyl-2-deoxy-β-D-glucopyranoside (70834-40-1) → propyl 2-acetamido-3,6-di-O-benzoyl-2-deoxy-β-D-glucopyranoside (102689-55-4)

Guidance literature:

With hydrogen; palladium; In ethanol; Ambient temperature;

DOI:10.1246/bcsj.59.1296

Reference yield:

propyl 2-acetamido-4-O-(4-azidobutyryl)-3,6-di-O-benzoyl-2-deoxy-β-D-glucopyranoside → propyl 2-acetamido-3,6-di-O-benzoyl-2-deoxy-β-D-glucopyranoside (102689-55-4)

Guidance literature:

With hydrogen; palladium; Yield given. Multistep reaction; 1.) ethanol, roomtemp., 3 h; 2.) ethanol, reflux, 1.5 h;

DOI:10.1246/bcsj.59.1296

Reference yield:

benzyl ((2S,3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl)carbamate (77059-32-6) → propyl 2-acetamido-3,6-di-O-benzoyl-2-deoxy-α-D-glucopyranoside (102689-55-4)

Guidance literature:

Multi-step reaction with 3 steps

1: HCl / 0.5 h / 100 °C

2: 1.) -20 deg C, 3 h; 2.) 0 deg C, overnight

3: 1.) catalytic reduction; 2.) N-acetylation

With hydrogenchloride;

DOI:10.1016/S0040-4039(00)87506-1

upstream raw materials:

C₃₁H₃₁NO₉

benzyl ((2S,3R,4R,5S,6R)-2-(allyloxy)-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl)carbamate

benzyl ((2S,3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl)carbamate

allyl 2-acetamido-3,6-di-O-benzoyl-2-deoxy-β-D-glucopyranoside