tert-butyl 4-oxo-6-[(E)-2-phenylethenyl]-1H-pyridine-3-carboxylate

Base Information

• Chemical Name: tert-butyl 4-oxo-6-[(E)-2-phenylethenyl]-1H-pyridine-3-carboxylate
• CAS No.: 134653-83-1
• Molecular Formula: C₁₈H₁₉NO₃
• Molecular Weight: 297.354
• DSSTox Substance ID: DTXSID201132068
• Nikkaji Number: J418.044E
• Mol file: 134653-83-1.mol

Synonyms:DTXSID201132068;134653-83-1;1,1-Dimethylethyl 1,4-dihydro-4-oxo-6-[(1E)-2-phenylethenyl]-3-pyridinecarboxylate

Chemical Property of tert-butyl 4-oxo-6-[(E)-2-phenylethenyl]-1H-pyridine-3-carboxylate

Chemical Property:

• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 297.13649347
• Heavy Atom Count: 22
• Complexity: 529

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)C1=CNC(=CC1=O)C=CC2=CC=CC=C2
• Isomeric SMILES: CC(C)(C)OC(=O)C1=CNC(=CC1=O)/C=C/C2=CC=CC=C2

Technology Process of tert-butyl 4-oxo-6-[(E)-2-phenylethenyl]-1H-pyridine-3-carboxylate

There total 1 articles about tert-butyl 4-oxo-6-[(E)-2-phenylethenyl]-1H-pyridine-3-carboxylate 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:

cinnamoyl chloride (102-92-1,17082-09-6) + 1,1-dimethylethyl 2-<(dimethylamino)methylene>-3-oxobutanoate (134653-71-7) → 3-(tert-butoxycarbonyl)-6-((E)-2-phenylethenyl)-4(1H)-pyridinone (134653-83-1)

Guidance literature:

With n-butyllithium; ammonium acetate; acetic acid; 1,1,1,3,3,3-hexamethyl-disilazane; Yield given. Multistep reaction; 1. THF, hexanes, -70 deg C 2. 1.5 h, 60-65 deg C;

DOI:10.1021/jo00016a028

upstream raw materials:

cinnamoyl chloride

1,1-dimethylethyl 2-<(dimethylamino)methylene>-3-oxobutanoate