2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glucosyl dicyclohexylammonium phosphate

Base Information

• Chemical Name: 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glucosyl dicyclohexylammonium phosphate
• CAS No.: 137845-71-7
• Molecular Formula: 2C₆H₁₃N*C₁₄H₂₂NO₁₂P
• Molecular Weight: 625.654
• Mol file: 137845-71-7.mol

Synonyms:2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glucosyl dicyclohexylammonium phosphate

Chemical Property of 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glucosyl dicyclohexylammonium phosphate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glucosyl dicyclohexylammonium phosphate

There total 4 articles about 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glucosyl dicyclohexylammonium phosphate 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: 86.0%

3,4,6-tri-O-acetyl-2-acetamido-1-O-[bis(benzyloxy)phophoryl]-2-deoxy-α-D-glucopyranose (79184-08-0,147072-58-0,69503-80-6) + cyclohexylamine (108-91-8,157973-60-9) → 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glucosyl dicyclohexylammonium phosphate (137845-71-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; dichloromethane; for 0.25h;

DOI:10.1021/jo00027a028

Reference yield:

2-methyl-(3,4,6-tri-O-acetyl-1,2-dideoxy-α-D-glucopyranoso)[1,2-d]-2-oxazoline (10378-06-0,20757-53-3,35954-65-5,123483-77-2,134308-33-1) → 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glucosyl dicyclohexylammonium phosphate (137845-71-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 61 percent / 1,2-dichloro-ethane / 24 h / Ambient temperature

2: 86 percent / H₂ / Pd/C / methanol; CH₂Cl₂ / 0.25 h

With hydrogen; palladium on activated charcoal; In methanol; dichloromethane; 1,2-dichloro-ethane;

DOI:10.1021/jo00027a028

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) → 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glucosyl dicyclohexylammonium phosphate (137845-71-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 74 percent / sodium bicarbonate, tetraethylammonium chloride / acetonitrile / 1 h / 55 °C

2: 61 percent / 1,2-dichloro-ethane / 24 h / Ambient temperature

3: 86 percent / H₂ / Pd/C / methanol; CH₂Cl₂ / 0.25 h

With tetraethylammonium chloride; hydrogen; sodium hydrogencarbonate; palladium on activated charcoal; In methanol; dichloromethane; 1,2-dichloro-ethane; acetonitrile;

DOI:10.1021/jo00027a028

upstream raw materials:

3,4,6-tri-O-acetyl-2-acetamido-1-O-[bis(benzyloxy)phophoryl]-2-deoxy-α-D-glucopyranose

cyclohexylamine

2-methyl-(3,4,6-tri-O-acetyl-1,2-dideoxy-α-D-glucopyranoso)[1,2-d]-2-oxazoline

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

Downstream raw materials:

2-acetamido-2-deoxy-α-D-glucosyl dicyclohexylammonium phosphate

Refernces