5-{(1E,3E)-4-[2-(5-Methyl-2-phenyl-oxazol-4-ylmethoxy)-phenyl]-buta-1,3-dienyl}-1H-tetrazole

Base Information

• Chemical Name: 5-{(1E,3E)-4-[2-(5-Methyl-2-phenyl-oxazol-4-ylmethoxy)-phenyl]-buta-1,3-dienyl}-1H-tetrazole
• CAS No.: 166254-16-6
• Molecular Formula: C₂₂H₁₉N₅O₂
• Molecular Weight: 385.425

Synonyms:5-{(1E,3E)-4-[2-(5-Methyl-2-phenyl-oxazol-4-ylmethoxy)-phenyl]-buta-1,3-dienyl}-1H-tetrazole

Chemical Property of 5-{(1E,3E)-4-[2-(5-Methyl-2-phenyl-oxazol-4-ylmethoxy)-phenyl]-buta-1,3-dienyl}-1H-tetrazole

Chemical Property:

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Technology Process of 5-{(1E,3E)-4-[2-(5-Methyl-2-phenyl-oxazol-4-ylmethoxy)-phenyl]-buta-1,3-dienyl}-1H-tetrazole

There total 5 articles about 5-{(1E,3E)-4-[2-(5-Methyl-2-phenyl-oxazol-4-ylmethoxy)-phenyl]-buta-1,3-dienyl}-1H-tetrazole 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: 40.0%

(2E,4E)-5-[2-(5-Methyl-2-phenyl-oxazol-4-ylmethoxy)-phenyl]-penta-2,4-dienenitrile (421558-47-6) → 5-{(1E,3E)-4-[2-(5-Methyl-2-phenyl-oxazol-4-ylmethoxy)-phenyl]-buta-1,3-dienyl}-1H-tetrazole (166254-16-6)

Guidance literature:

With sodium azide; ammonium chloride; In N,N-dimethyl-formamide; at 120 ℃;

DOI:10.1248/cpb.50.100

Reference yield:

2-[(5-methyl-2-phenyl-1,3-oxazol-4-yl)methoxy]benzaldehyde (250603-08-8) → 5-{(1E,3E)-4-[2-(5-Methyl-2-phenyl-oxazol-4-ylmethoxy)-phenyl]-buta-1,3-dienyl}-1H-tetrazole (166254-16-6)

Guidance literature:

Multi-step reaction with 5 steps

1.1: NaH / tetrahydrofuran / 0.25 h

1.2: tetrahydrofuran / 20 °C

2.1: DIBAL-H / toluene; CH₂Cl₂

3.1: MnO₂ / CH₂Cl₂ / 20 °C

4.1: NaH / tetrahydrofuran / 0.25 h

4.2: tetrahydrofuran

5.1: 40 percent / NaN₃; NH₄Cl / dimethylformamide / 120 °C

With manganese(IV) oxide; sodium azide; sodium hydride; diisobutylaluminium hydride; ammonium chloride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene; 1.2: Horner-Emmons reaction;

DOI:10.1248/cpb.50.100

Reference yield:

(E)-3-[2-(5-Methyl-2-phenyl-oxazol-4-ylmethoxy)-phenyl]-propenal (178238-86-3) → 5-{(1E,3E)-4-[2-(5-Methyl-2-phenyl-oxazol-4-ylmethoxy)-phenyl]-buta-1,3-dienyl}-1H-tetrazole (166254-16-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: NaH / tetrahydrofuran / 0.25 h

1.2: tetrahydrofuran

2.1: 40 percent / NaN₃; NH₄Cl / dimethylformamide / 120 °C

With sodium azide; sodium hydride; ammonium chloride; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1248/cpb.50.100

upstream raw materials:

(2E,4E)-5-[2-(5-Methyl-2-phenyl-oxazol-4-ylmethoxy)-phenyl]-penta-2,4-dienenitrile

2-[(5-methyl-2-phenyl-1,3-oxazol-4-yl)methoxy]benzaldehyde

(E)-3-[2-(5-Methyl-2-phenyl-oxazol-4-ylmethoxy)-phenyl]-propenal

(E)-3-[2-(5-Methyl-2-phenyl-oxazol-4-ylmethoxy)-phenyl]-prop-2-en-1-ol

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