3-O-feruloyl-muco-quinic acid

Base Information

• Chemical Name: 3-O-feruloyl-muco-quinic acid
• CAS No.: 1384546-15-9
• Molecular Formula: C₁₇H₂₀O₉
• Molecular Weight: 368.34
• Mol file: 1384546-15-9.mol

Synonyms:

Chemical Property of 3-O-feruloyl-muco-quinic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-O-feruloyl-muco-quinic acid

There total 10 articles about 3-O-feruloyl-muco-quinic 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:

D-(-)-quinic acid (77-95-2) → 3-O-feruloyl-muco-quinic acid (1384546-15-9)

Guidance literature:

Multi-step reaction with 6 steps

1: (1S)-10-camphorsulfonic acid / 24 h / Reflux

2: pyridinium chlorochromate / dichloromethane / 16 h / 20 °C

3: sodium tris(acetoxy)borohydride; acetic acid / acetonitrile / 15 h / 20 °C

4: pyridine; dmap / dichloromethane / 24 h / Reflux

5: palladium 10% on activated carbon; toluene-4-sulfonic acid / methanol; water / 48 h / 60 °C

6: water; trifluoroacetic acid / 5 h / 0 - 20 °C

With pyridine; dmap; palladium 10% on activated carbon; (1S)-10-camphorsulfonic acid; water; sodium tris(acetoxy)borohydride; toluene-4-sulfonic acid; acetic acid; pyridinium chlorochromate; trifluoroacetic acid; In methanol; dichloromethane; water; acetonitrile;

DOI:10.1039/c2ob25124h

Reference yield:

(E)-3-methoxy-4-allyloxycinnamoyl chloride (850786-96-8) → 3-O-feruloyl-muco-quinic acid (1384546-15-9)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine; dmap / dichloromethane / 24 h / Reflux

2: palladium 10% on activated carbon; toluene-4-sulfonic acid / methanol; water / 48 h / 60 °C

3: water; trifluoroacetic acid / 5 h / 0 - 20 °C

With pyridine; dmap; palladium 10% on activated carbon; water; toluene-4-sulfonic acid; trifluoroacetic acid; In methanol; dichloromethane; water;

DOI:10.1039/c2ob25124h

Reference yield:

(2S,3S,4aR,6S,8R,8aR)-6,8-Dihydroxy-2,3-dimethoxy-2,3-dimethyl-octahydro-benzo[1,4]dioxine-6-carboxylic acid methyl ester (176798-26-8) → 3-O-feruloyl-muco-quinic acid (1384546-15-9)

Guidance literature:

Multi-step reaction with 5 steps

1: pyridinium chlorochromate / dichloromethane / 16 h / 20 °C

2: sodium tris(acetoxy)borohydride; acetic acid / acetonitrile / 15 h / 20 °C

3: pyridine; dmap / dichloromethane / 24 h / Reflux

4: palladium 10% on activated carbon; toluene-4-sulfonic acid / methanol; water / 48 h / 60 °C

5: water; trifluoroacetic acid / 5 h / 0 - 20 °C

With pyridine; dmap; palladium 10% on activated carbon; water; sodium tris(acetoxy)borohydride; toluene-4-sulfonic acid; acetic acid; pyridinium chlorochromate; trifluoroacetic acid; In methanol; dichloromethane; water; acetonitrile;

DOI:10.1039/c2ob25124h

upstream raw materials:

C₂₇H₃₆O₁₁

methyl 3-feruloyl-muco-quinate

C₂₄H₃₂O₁₁

(E)-3-methoxy-4-allyloxycinnamoyl chloride