p-nitrobenzyl-2,3,4-tri-O-acetyl-beta-D-glucuronic acid methyl ester

Base Information

• Chemical Name: p-nitrobenzyl-2,3,4-tri-O-acetyl-beta-D-glucuronic acid methyl ester
• CAS No.: 59495-73-7
• Molecular Formula: C₂₀H₂₃NO₁₂
• Molecular Weight: 469.402
• Mol file: 59495-73-7.mol

Synonyms:

Chemical Property of p-nitrobenzyl-2,3,4-tri-O-acetyl-beta-D-glucuronic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of p-nitrobenzyl-2,3,4-tri-O-acetyl-beta-D-glucuronic acid methyl ester

There total 4 articles about p-nitrobenzyl-2,3,4-tri-O-acetyl-beta-D-glucuronic acid methyl ester 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: 93.4%

→ p-nitrobenzyl-2,3,4-tri-O-acetyl-beta-D-glucuronic acid methyl ester (59495-73-7)

Guidance literature:

With iodine; silver carbonate; In dichloromethane; for 0.166667h; Molecular sieve; Inert atmosphere;

In dichloromethane; for 24h;

Reference yield:

4-nitrobenzyl chloride (619-73-8) + 1-bromo-2,3,4-tri-O-acetyl-α-D-glucuronic acid methyl ester (21085-72-3) → p-nitrobenzyl-2,3,4-tri-O-acetyl-beta-D-glucuronic acid methyl ester (59495-73-7)

Guidance literature:

With diethyl ether; silver(l) oxide;

Reference yield:

(2S,3S,4S,5R,6S)-3,4,5,6-Tetraacetoxy-tetrahydro-pyran-2-carboxylic acid methyl ester (7355-18-2) → p-nitrobenzyl-2,3,4-tri-O-acetyl-beta-D-glucuronic acid methyl ester (59495-73-7)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogen bromide; acetic acid

2: silver oxide; diethyl ether

With diethyl ether; hydrogen bromide; acetic acid; silver(l) oxide;

upstream raw materials:

4-nitrobenzyl chloride

1-bromo-2,3,4-tri-O-acetyl-α-D-glucuronic acid methyl ester

(2S,3S,4S,5R,6S)-3,4,5,6-Tetraacetoxy-tetrahydro-pyran-2-carboxylic acid methyl ester

methyl 1,2,3,4-tetraacetyl-α-D-glucopyranuronate