2-Nitrophenyl2,3,4-tri-O-acetyl-b-D-glucuronidemethylester

Base Information

• Chemical Name: 2-Nitrophenyl2,3,4-tri-O-acetyl-b-D-glucuronidemethylester
• CAS No.: 55274-44-7
• Molecular Formula: C19H21NO12
• Molecular Weight: 455.375
• Mol file: 55274-44-7.mol

Synonyms:2-Nitrophenyl 2,3,4-tri-O-acetyl-β-D-glucuronide methyl ester;

Chemical Property of 2-Nitrophenyl2,3,4-tri-O-acetyl-b-D-glucuronidemethylester

Chemical Property:

• Boiling Point: 535.6±50.0 °C(Predicted)
• PSA: 169.48000
• Density: 1.41±0.1 g/cm3(Predicted)
• LogP: 1.18980
• Solubility.: Acetone, Methanol

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Nitrophenyl2,3,4-Tri-O-acetyl-β-D-glucuronide,MethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2-Nitrophenyl 2,3,4-Tri-O-acetyl-β-D-glucuronide, Methyl Ester (cas# 55274-44-7) is a compound useful in organic synthesis.

Technology Process of 2-Nitrophenyl2,3,4-tri-O-acetyl-b-D-glucuronidemethylester

There total 5 articles about 2-Nitrophenyl2,3,4-tri-O-acetyl-b-D-glucuronidemethylester 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: 77.0%

2-hydroxynitrobenzene (88-75-5,78813-12-4) + 1-bromo-2,3,4-tri-O-acetyl-α-D-glucuronic acid methyl ester (21085-72-3) → (2S,3S,4S,5R,6S)-2-(methoxycarbonyl)-6-(2-nitrophenoxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate (55274-44-7)

Guidance literature:

With silver(l) oxide; In acetonitrile; at 20 ℃; for 12h; Cooling with ice;

Reference yield:

(2S,3S,4S,5R,6S)-3,4,5,6-Tetraacetoxy-tetrahydro-pyran-2-carboxylic acid methyl ester (7355-18-2) → (2S,3S,4S,5R,6S)-2-(methoxycarbonyl)-6-(2-nitrophenoxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate (55274-44-7)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogen bromide; acetic acid

2: acetone; aqueous KOH-solution

With potassium hydroxide; hydrogen bromide; acetic acid; acetone;

DOI:10.1021/ja01617a047

Reference yield:

methyl 1,2,3,4-tetraacetyl-α-D-glucopyranuronate (5432-32-6) → (2S,3S,4S,5R,6S)-2-(methoxycarbonyl)-6-(2-nitrophenoxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate (55274-44-7)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogen bromide; acetic acid

2: acetone; aqueous KOH-solution

With potassium hydroxide; hydrogen bromide; acetic acid; acetone;

DOI:10.1021/ja01617a047

upstream raw materials:

2-hydroxynitrobenzene

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

diazomethane

acetic anhydride

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