5-feruloylquinic acid 4'-O-glucuronide

Base Information

• Chemical Name: 5-feruloylquinic acid 4'-O-glucuronide
• CAS No.: 1301740-23-7
• Molecular Formula: C₂₃H₂₈O₁₅
• Molecular Weight: 544.466
• Mol file: 1301740-23-7.mol

Synonyms:

Chemical Property of 5-feruloylquinic acid 4'-O-glucuronide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-feruloylquinic acid 4'-O-glucuronide

There total 3 articles about 5-feruloylquinic acid 4'-O-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: 9.0%

C10H14O9 + (2S,3S,4S,5R)-methyl 6-(4-formyl-2-methoxyphenoxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-carboxylate (1301740-26-0,96107-45-8) → 5-feruloylquinic acid 4'-O-glucuronide (1301740-23-7)

Guidance literature:

With piperidine; dmap; In N,N-dimethyl-formamide; at 20 ℃; for 168h;

DOI:10.1021/jf200272m

Reference yield:

O-(methyl 2,3,4-tri-O-acetyl-D-glucuronopyranosyl)-N-phenyl-2,2,2-trifluoroacetimidate (869996-05-4) → 5-feruloylquinic acid 4'-O-glucuronide (1301740-23-7)

Guidance literature:

Multi-step reaction with 3 steps

1: boron trifluoride diethyl etherate / dichloromethane / 12 h / 20 °C

2: methanol; water; sodium hydroxide / N,N-dimethyl-formamide / 5 h / 20 °C

3: piperidine; dmap / N,N-dimethyl-formamide / 168 h / 20 °C

With piperidine; methanol; dmap; boron trifluoride diethyl etherate; water; sodium hydroxide; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jf200272m

Reference yield:

(3R,4S,5S,6S)-2-(4-formyl-2-methoxyphenoxy)-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate (1301740-25-9) → 5-feruloylquinic acid 4'-O-glucuronide (1301740-23-7)

Guidance literature:

Multi-step reaction with 2 steps

1: methanol; water; sodium hydroxide / N,N-dimethyl-formamide / 5 h / 20 °C

2: piperidine; dmap / N,N-dimethyl-formamide / 168 h / 20 °C

With piperidine; methanol; dmap; water; sodium hydroxide; In N,N-dimethyl-formamide;

DOI:10.1021/jf200272m

upstream raw materials:

O-(methyl 2,3,4-tri-O-acetyl-D-glucuronopyranosyl)-N-phenyl-2,2,2-trifluoroacetimidate

(2S,3S,4S,5R)-methyl 6-(4-formyl-2-methoxyphenoxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-carboxylate

(3R,4S,5S,6S)-2-(4-formyl-2-methoxyphenoxy)-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate