nitrobenzyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside

Base Information

• Chemical Name: nitrobenzyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside
• CAS No.: 158979-46-5
• Molecular Formula: C₂₁H₂₆N₂O₁₁
• Molecular Weight: 482.444
• Mol file: 158979-46-5.mol

Synonyms:nitrobenzyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside

Chemical Property of nitrobenzyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of nitrobenzyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside

There total 2 articles about nitrobenzyl 2-acetamido-3,4,6-tri-O-acetyl-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: 89.0%

4-nitrobenzyl chloride (619-73-8) + 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) → nitrobenzyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside (158979-46-5)

Guidance literature:

With (1S)-10-camphorsulfonic acid; In 1,2-dichloro-ethane; at 80 ℃; for 2h;

DOI:10.1016/S0040-4039(00)77272-8

Reference yield: 52.0%

4-nitrobenzyl chloride (619-73-8) + Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-chloro-tetrahydro-pyran-4-yl ester (3068-34-6) → nitrobenzyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside (158979-46-5)

Guidance literature:

With 3 A molecular sieve; mercury(II) iodide; In 1,2-dichloro-ethane;

DOI:10.1007/BF02254805

Reference yield: 63.0%

nitrobenzyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside (158979-46-5) → 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-1-O-[p-(n-decanamido)benzyl]-β-D-glucopyranoside (210423-90-8)

Guidance literature:

With hydrogen; palladium on activated charcoal; In tetrahydrofuran; for 4h; Ambient temperature;

DOI:10.1007/BF02254805

upstream raw materials:

4-nitrobenzyl chloride

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-3,4,6-tri-O-acetyl-2-deoxy-1-O-[p-(n-decanamido)benzyl]-β-D-glucopyranoside

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

Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-[4-(6-acryloylamino-hexanoylamino)-benzyloxy]-tetrahydro-pyran-4-yl ester

6-Acryloylamino-hexanoic acid [4-((2R,3R,4R,5S,6R)-3-acetylamino-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxymethyl)-phenyl]-amide