N₁-(2-hydroxy-5-oxocyclopent-1-enyl)-7-(3-amino-4-methoxyphenyl)-(2E,4E,6E)-[1,2-13C₂]hepta-2,4,6-trienamide

Base Information

• Chemical Name: N₁-(2-hydroxy-5-oxocyclopent-1-enyl)-7-(3-amino-4-methoxyphenyl)-(2E,4E,6E)-[1,2-13C₂]hepta-2,4,6-trienamide
• CAS No.: 1026926-79-3
• Molecular Formula: C₁₉H₂₀N₂O₄
• Molecular Weight: 342.357

Synonyms:N₁-(2-hydroxy-5-oxocyclopent-1-enyl)-7-(3-amino-4-methoxyphenyl)-(2E,4E,6E)-[1,2-13C₂]hepta-2,4,6-trienamide

Chemical Property of N₁-(2-hydroxy-5-oxocyclopent-1-enyl)-7-(3-amino-4-methoxyphenyl)-(2E,4E,6E)-[1,2-13C₂]hepta-2,4,6-trienamide

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Technology Process of N₁-(2-hydroxy-5-oxocyclopent-1-enyl)-7-(3-amino-4-methoxyphenyl)-(2E,4E,6E)-[1,2-13C₂]hepta-2,4,6-trienamide

There total 7 articles about N₁-(2-hydroxy-5-oxocyclopent-1-enyl)-7-(3-amino-4-methoxyphenyl)-(2E,4E,6E)-[1,2-13C₂]hepta-2,4,6-trienamide 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: 30.0%

N1-(2-hydroxy-5-oxocyclopent-1-enyl)-7-(4-methoxy-3-nitrophenyl)-(2E,4E,6E)-[1,2-13C2]hepta-2,4,6-trienamide (1025811-52-2) → N1-(2-hydroxy-5-oxocyclopent-1-enyl)-7-(3-amino-4-methoxyphenyl)-(2E,4E,6E)-[1,2-13C2]hepta-2,4,6-trienamide (1026926-79-3)

Guidance literature:

With tin(ll) chloride; In ethyl acetate; at 70 ℃; for 3h;

DOI:10.1021/ja039336+

Reference yield:

5-(4-methoxy-3-nitrophenyl)-(2E,4E)-penta-2,4-dienal (685523-47-1) → N1-(2-hydroxy-5-oxocyclopent-1-enyl)-7-(3-amino-4-methoxyphenyl)-(2E,4E,6E)-[1,2-13C2]hepta-2,4,6-trienamide (1026926-79-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 67.3 percent / aq. K₂CO₃ / 72 h / 20 °C

2: 93 percent / aq. LiOH / tetrahydrofuran / 48 h / 20 °C

3: oxalyl chloride; DMF / CH₂Cl₂ / 2 h / 20 °C

4: 577 mg / pyridine; DMAP / CH₂Cl₂; dimethylformamide / 2 h / 20 °C

5: 30 percent / SnCl₂*2H₂O / ethyl acetate / 3 h / 70 °C

With pyridine; dmap; lithium hydroxide; oxalyl dichloride; potassium carbonate; N,N-dimethyl-formamide; tin(ll) chloride; In tetrahydrofuran; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; 1: Wadsworth-Emmons reaction;

DOI:10.1021/ja039336+

Reference yield:

(2E,4E)-5-(4-Methoxy-3-nitro-phenyl)-penta-2,4-dien-1-ol → N1-(2-hydroxy-5-oxocyclopent-1-enyl)-7-(3-amino-4-methoxyphenyl)-(2E,4E,6E)-[1,2-13C2]hepta-2,4,6-trienamide (1026926-79-3)

Guidance literature:

Multi-step reaction with 6 steps

1: MnO₂

2: 67.3 percent / aq. K₂CO₃ / 72 h / 20 °C

3: 93 percent / aq. LiOH / tetrahydrofuran / 48 h / 20 °C

4: oxalyl chloride; DMF / CH₂Cl₂ / 2 h / 20 °C

5: 577 mg / pyridine; DMAP / CH₂Cl₂; dimethylformamide / 2 h / 20 °C

6: 30 percent / SnCl₂*2H₂O / ethyl acetate / 3 h / 70 °C

With pyridine; dmap; manganese(IV) oxide; lithium hydroxide; oxalyl dichloride; potassium carbonate; N,N-dimethyl-formamide; tin(ll) chloride; In tetrahydrofuran; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; 2: Wadsworth-Emmons reaction;

DOI:10.1021/ja039336+

upstream raw materials:

N₁-(2-hydroxy-5-oxocyclopent-1-enyl)-7-(4-methoxy-3-nitrophenyl)-(2E,4E,6E)-[1,2-13C₂]hepta-2,4,6-trienamide

5-(4-methoxy-3-nitrophenyl)-(2E,4E)-penta-2,4-dienal

ethyl 7-(4-methoxy-3-nitrophenyl)-(2E,4E,6E)-[1,2-13C₂]hepta-2,4,6-trienoate

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