2-methoxy-4-(prop-2-en-1-yl)phenyl beta-D-glucopyranosiduronic acid

Base Information

• Chemical Name: 2-methoxy-4-(prop-2-en-1-yl)phenyl beta-D-glucopyranosiduronic acid
• CAS No.: 95480-61-8
• Molecular Formula: C₁₆H₂₀O₈
• Molecular Weight: 340.33
• Mol file: 95480-61-8.mol

Synonyms:

Chemical Property of 2-methoxy-4-(prop-2-en-1-yl)phenyl beta-D-glucopyranosiduronic acid

Chemical Property:

• Vapor Pressure: 5.3E-14mmHg at 25°C
• Boiling Point: 573.7°Cat760mmHg
• Flash Point: 210.4°C
• Density: 1.426g/cm³

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-methoxy-4-(prop-2-en-1-yl)phenyl beta-D-glucopyranosiduronic acid

There total 5 articles about 2-methoxy-4-(prop-2-en-1-yl)phenyl beta-D-glucopyranosiduronic acid 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: 89.7%

C24H28O12 → Eugenol glucuronide (95480-61-8)

Guidance literature:

With sodium hydroxide; In water; acetone; at -10 ℃; for 4h; Time;

Reference yield: 89.6%

eugenol 2,3,4-O-triacetyl-β-D-glucuronate methyl ester → Eugenol glucuronide (95480-61-8)

Guidance literature:

With water; sodium hydroxide; at -10 ℃; for 4h;

DOI:10.2174/1570178617999200807213745

Reference yield:

4-allylguaiacol (97-53-0) + methyl 2,3,4-tri-O-acetyl-1-O-(trichloroacetimidoyl)-α-D-glucopyranuronate (92420-89-8) → Eugenol glucuronide (95480-61-8)

Guidance literature:

Multi-step reaction with 2 steps

1: boron trifluoride diethyl etherate / dichloromethane / 6.5 h / -20 °C

2: sodium hydroxide; water / 4 h / -10 °C

With boron trifluoride diethyl etherate; water; sodium hydroxide; In dichloromethane;

DOI:10.2174/1570178617999200807213745

upstream raw materials:

4-allylguaiacol

UDP-glucuronic acid

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

UDP-glucuronic acid

Refernces

• 1、 Jia, Xixi,Zhou, Hao,Liu, Xiwang,Li, Jianyong. "Synthesis of four eugenol metabolites". . p. 415 - 418. Retrieved 2021/09/07.
• 2、 Wu, Baojian,Wang, Xiaoqiang,Zhang, Shuxing,Hu, Ming. "Accurate prediction of glucuronidation of structurally diverse phenolics by human UGT1A9 using combined experimental and in silico approaches". experimental part. p. 1544 - 1561. Retrieved 2012/07/27.