coniferyl ferulate

Base Information

• Chemical Name: coniferyl ferulate
• CAS No.: 63644-62-2
• Molecular Formula: C20H20O6
• Molecular Weight: 356.375
• Hs Code.: 2918990090
• UNII: 3SK9G87Y9Q
• Nikkaji Number: J2.364.262J,J685.334J
• Wikidata: Q27257982
• Metabolomics Workbench ID: 133273
• ChEMBL ID: CHEMBL3823769
• Mol file: 63644-62-2.mol

Synonyms:2-Propenoicacid, 3-(4-hydroxy-3-methoxyphenyl)-, 3-(4-hydroxy-3-methoxyphenyl)-2-propenylester (9CI);Coniferyl ferulate;

Chemical Property of coniferyl ferulate

Chemical Property:

• Vapor Pressure: 1.29E-13mmHg at 25°C
• Refractive Index: 1.64
• Boiling Point: 570.5 °C at 760 mmHg
• PKA: 8.63±0.20(Predicted)
• Flash Point: 202.8 °C
• PSA: 85.22000
• Density: 1.269 g/cm³
• LogP: 3.38480
• Storage Temp.: 2-8°C
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 356.12598835
• Heavy Atom Count: 26
• Complexity: 489

Purity/Quality:

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

Coniferylferulate 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=CC(=C1)C=CCOC(=O)C=CC2=CC(=C(C=C2)O)OC)O
• Isomeric SMILES: COC1=C(C=CC(=C1)/C=C/COC(=O)/C=C/C2=CC(=C(C=C2)O)OC)O

Technology Process of coniferyl ferulate

There total 8 articles about coniferyl ferulate 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: 94.0%

4-acetoxyconiferyl ferulate → coniferyl ferulate (63644-62-2)

Guidance literature:

With hydrazinium monoacetate; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

DOI:10.1039/c3ra42818d

Reference yield: 50.0%

(E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid (1135-24-6,537-98-4) + coniferal alcohol (458-35-5,32811-40-8,69056-21-9) → (E,E)-3-(4-hydroxy-3-methoxyphenyl)allyl 3-(4-hydroxy-3-methoxyphenyl)acrylate (63644-62-2,123821-69-2,62706-35-8)

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 0 - 20 ℃; for 48h; chemoselective reaction;

DOI:10.1016/j.ejmech.2016.04.043

Reference yield:

C15H16O7 → coniferyl ferulate (63644-62-2)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium tetrahydroborate / ethyl acetate; N,N-dimethyl-formamide / 0 °C / Inert atmosphere

2: triethylamine; dmap / 1.5 h / 0 °C

3: hydrazinium monoacetate / N,N-dimethyl-formamide / 1 h / 20 °C

With dmap; sodium tetrahydroborate; hydrazinium monoacetate; triethylamine; In ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1039/c3ra42818d

upstream raw materials:

(E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid

coniferal alcohol

4-acetoxyferuloyl chloride

4-O-acetyl-coniferyl alcohol

Downstream raw materials:

(E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid

coniferal alcohol

(E)-4-(3-methoxy-1-propenyl)-2-methoxyphenol

3-(4-hydroxy-3-methoxyphenyl)acrylic acid

Refernces

• 1、 -. "p-Coumaroyl-CoA:Monolignol Transferase". Paragraph 0285; 0286. . Retrieved 2016/03/13.