4-Pentynoic acid, 2-[(3-nitrophenyl)methylene]-3-oxo-5-(trimethylsilyl)-, 1-methylethyl ester

Base Information

• Chemical Name: 4-Pentynoic acid, 2-[(3-nitrophenyl)methylene]-3-oxo-5-(trimethylsilyl)-, 1-methylethyl ester
• CAS No.: 557762-62-6
• Molecular Formula: C18H21NO5Si
• Molecular Weight: 359.454
• Mol file: 557762-62-6.mol

Synonyms:

Chemical Property of 4-Pentynoic acid, 2-[(3-nitrophenyl)methylene]-3-oxo-5-(trimethylsilyl)-, 1-methylethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-Pentynoic acid, 2-[(3-nitrophenyl)methylene]-3-oxo-5-(trimethylsilyl)-, 1-methylethyl ester

There total 2 articles about 4-Pentynoic acid, 2-[(3-nitrophenyl)methylene]-3-oxo-5-(trimethylsilyl)-, 1-methylethyl ester 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: 100.0%

3-nitro-benzaldehyde (99-61-6) + iso-propyl 3-oxo-5-(trimethylsilanyl)pent-4-ynoate (557762-56-8) → 2-[1-(3-Nitro-phenyl)-meth-(E)-ylidene]-3-oxo-5-trimethylsilanyl-pent-4-ynoic acid isopropyl ester (557762-62-6)

Guidance literature:

With piperdinium acetate; In toluene; Heating;

Reference yield:

methyl (trimethylsilyl)propiolate (42201-71-8) → 2-[1-(3-Nitro-phenyl)-meth-(E)-ylidene]-3-oxo-5-trimethylsilanyl-pent-4-ynoic acid isopropyl ester (557762-62-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / LDA / tetrahydrofuran / -75 °C

2: 100 percent / piperidinium acetate / toluene / Heating

With piperdinium acetate; lithium diisopropyl amide; In tetrahydrofuran; toluene; 2: Knoevenagel condensation;

Reference yield:

2-[1-(3-Nitro-phenyl)-meth-(E)-ylidene]-3-oxo-5-trimethylsilanyl-pent-4-ynoic acid isopropyl ester (557762-62-6) → 2-((E)-2-Chloro-vinyl)-6-methyl-4-(3-nitro-phenyl)-1,4-dihydro-pyridine-3,5-dicarboxylic acid diisopropyl ester

Guidance literature:

Multi-step reaction with 2 steps

1: HCl / propan-2-ol / Heating

2: K₂CO₃ / methanol / 20 °C

With hydrogenchloride; potassium carbonate; In methanol; isopropyl alcohol;

upstream raw materials:

3-nitro-benzaldehyde

iso-propyl 3-oxo-5-(trimethylsilanyl)pent-4-ynoate

methyl (trimethylsilyl)propiolate

Downstream raw materials:

2-((E)-2-Chloro-2-trimethylsilanyl-vinyl)-6-methyl-4-(3-nitro-phenyl)-1,4-dihydro-pyridine-3,5-dicarboxylic acid diisopropyl ester

2-((E)-2-Chloro-2-trimethylsilanyl-vinyl)-6-methyl-4-(3-nitro-phenyl)-1,4-dihydro-pyridine-3,5-dicarboxylic acid 3-isopropyl ester 5-methyl ester

2-((E)-2-Chloro-2-trimethylsilanyl-vinyl)-6-methyl-4-(3-nitro-phenyl)-1,4-dihydro-pyridine-3,5-dicarboxylic acid 5-ethyl ester 3-isopropyl ester

Refernces