Bis-ferulamidobutane

Base Information

• Chemical Name: Bis-ferulamidobutane
• CAS No.: 91000-13-4
• Molecular Formula: C₂₄H₂₈N₂O₆
• Molecular Weight: 440.496
• UNII: 576NVQ5724
• DSSTox Substance ID: DTXSID30238359
• Nikkaji Number: J1.859.322J,J900.589G
• Wikidata: Q27261475
• Metabolomics Workbench ID: 46062
• ChEMBL ID: CHEMBL1088758
• Mol file: 91000-13-4.mol

Synonyms:diferuloylputrescine

Chemical Property of Bis-ferulamidobutane

Chemical Property:

• XLogP3: 3
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 11
• Exact Mass: 440.19473662
• Heavy Atom Count: 32
• Complexity: 584

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of Bis-ferulamidobutane

There total 10 articles about Bis-ferulamidobutane 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: 95.0%

(E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid (1135-24-6,537-98-4) + 1,4-diaminobutane (110-60-1) → (2E,2'E)-N,N'-(butane-1,4-diyl)bis(3-(4-hydroxy-3-methoxyphenyl)prop-2-enamide) (91000-13-4)

Guidance literature:

at 110 ℃; for 0.116667h; Microwave irradiation;

DOI:10.1007/s00044-016-1562-6

Reference yield: 70.0%

4,4'-(1E,1'E)-3,3'-(butane-1,4-diylbis(azanediyl))bis(3-oxoprop-1-ene-3,1-diyl)bis(2-methoxy-4,1-phenylene)bis(4-methylbenzenesulfonate) → (2E,2'E)-N,N'-(butane-1,4-diyl)bis(3-(4-hydroxy-3-methoxyphenyl)prop-2-enamide) (91000-13-4)

Guidance literature:

With water; potassium hydroxide; In methanol; at 20 ℃; for 2h; Reflux;

DOI:10.1016/j.tetlet.2015.11.020

Reference yield:

(E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid (1135-24-6,537-98-4) → (2E,2'E)-N,N'-(butane-1,4-diyl)bis(3-(4-hydroxy-3-methoxyphenyl)prop-2-enamide) (91000-13-4)

Guidance literature:

Multi-step reaction with 3 steps

1: N(C₂H₅)3 / 1) CH₂Cl₂, O deg C_., 1 h., 2) room temp., 18 h

2: NH₄OH / methanol / 3 h / Ambient temperature

3: tetrahydrofuran / 18 h / Heating

With ammonium hydroxide; triethylamine; In tetrahydrofuran; methanol;

DOI:10.1016/S0040-4039(00)81595-6

upstream raw materials:

4-acetoxy-3-methoxycinnamoyl chloride

1,4-diaminobutane

(E)-3-(4-Hydroxy-3-methoxy-phenyl)-acrylic acid piperidin-1-yl ester

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

Downstream raw materials:

N,N'-(butane-1,4-diyl)bis(3-(4-hydroxy-3-methoxyphenyl)propanamide)