Caffeic Acid 3-β-D-Glucuronide

Base Information

• Chemical Name: Caffeic Acid 3-β-D-Glucuronide
• CAS No.: 1093679-73-2
• Molecular Formula: C₁₅H₁₆O₁₀
• Molecular Weight: 356.286
• Hs Code.: 2932209090
• Mol file: 1093679-73-2.mol

Synonyms:Caffeic Acid 3-β-D-Glucuronide;5-[(1E)-2-Carboxyethenyl]-2-hydroxyphenyl β-D-Glucopyranosiduronic Acid

Chemical Property of Caffeic Acid 3-β-D-Glucuronide

Chemical Property:

• Melting Point: >150°C (dec.)
• PSA: 173.98000
• LogP: -1.23900
• Storage Temp.: -20?C Freezer, Under Inert Atmosphere
• Solubility.: DMSO (Slightly), Methanol (Slightly), Water (Slightly)

Purity/Quality:

97% ^*data from raw suppliers

Caffeic acid 3-O-b-D-glucuronide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Caffeic Acid 3-β-D-Glucuronide

There total 2 articles about Caffeic Acid 3-β-D-Glucuronide 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:

2-propenoic acid, 3-[4-acetyloxy-3-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranuronosyloxy)phenyl], ethyl ester → Caffeic acid-3-O-glucuronide (1093679-73-2) + (Z)-caffeic acid 3-O-β-D-glucuronide

Guidance literature:

2-propenoic acid, 3-[4-acetyloxy-3-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranuronosyloxy)phenyl], ethyl ester; With sodium hydroxide; In methanol; water; at 20 ℃; for 4h;

In methanol; water; at 0 ℃; pH=4 - 4.5; optical yield given as %de;

DOI:10.1039/c0ob00137f

Reference yield:

methyl 3,4-dihydroxycinnamate (3843-74-1,67667-67-8) + methyl 2,3,4-tri-O-acetyl-1-O-(trichloroacetimidoyl)-α-D-glucopyranuronate (92420-89-8) → Caffeic acid-3-O-glucuronide (1093679-73-2) + Caffeic acid 4-O-glucuronide (1093679-71-0)

Guidance literature:

methyl 3,4-dihydroxycinnamate; methyl 2,3,4-tri-O-acetyl-1-O-(trichloroacetimidoyl)-α-D-glucopyranuronate; With boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃; for 1h; Inert atmosphere; Molecular sieve;

With methanol; sodium methylate; at 20 ℃; for 24h;

With water; sodium hydroxide; In methanol; at 20 ℃; for 15h;

DOI:10.1039/b809965k

upstream raw materials:

methyl 3,4-dihydroxycinnamate

methyl 2,3,4-tri-O-acetyl-1-O-(trichloroacetimidoyl)-α-D-glucopyranuronate