4-((4R,5R)-4-acetyl-5-methyl-2-phenyl-4,5-dihydrooxazol-4-yl)butanal

Base Information

• Chemical Name: 4-((4R,5R)-4-acetyl-5-methyl-2-phenyl-4,5-dihydrooxazol-4-yl)butanal
• CAS No.: 1383736-52-4
• Molecular Formula: C₁₆H₁₉NO₃
• Molecular Weight: 273.332
• Mol file: 1383736-52-4.mol

Synonyms:4-((4R,5R)-4-acetyl-5-methyl-2-phenyl-4,5-dihydrooxazol-4-yl)butanal

Chemical Property of 4-((4R,5R)-4-acetyl-5-methyl-2-phenyl-4,5-dihydrooxazol-4-yl)butanal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-((4R,5R)-4-acetyl-5-methyl-2-phenyl-4,5-dihydrooxazol-4-yl)butanal

There total 3 articles about 4-((4R,5R)-4-acetyl-5-methyl-2-phenyl-4,5-dihydrooxazol-4-yl)butanal 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: 79.0%

1-((4R,5R)-5-methyl-4-(pent-4-en-1-yl)-2-phenyl-4,5-dihydrooxazol-4-yl)ethanone (1383736-54-6) → 4-((4R,5R)-4-acetyl-5-methyl-2-phenyl-4,5-dihydrooxazol-4-yl)butanal (1383736-52-4)

Guidance literature:

1-((4R,5R)-5-methyl-4-(pent-4-en-1-yl)-2-phenyl-4,5-dihydrooxazol-4-yl)ethanone; With ozone; In ethyl acetate; at -78 ℃;

With triphenylphosphine; In ethyl acetate; for 8h; Inert atmosphere; Reflux;

DOI:10.1021/ol301461e

Reference yield:

(4R,5R)-methyl 5-methyl-4-(pent-4-en-1-yl)-2-phenyl-4,5-dihydrooxazole-4-carboxylate (1383736-53-5) → 4-((4R,5R)-4-acetyl-5-methyl-2-phenyl-4,5-dihydrooxazol-4-yl)butanal (1383736-52-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: N,O-dimethylhydroxylamine*hydrochloride / tetrahydrofuran / 0.08 h / Inert atmosphere

1.2: -5 - 20 °C / Inert atmosphere

2.1: ozone / ethyl acetate / -78 °C

2.2: 8 h / Inert atmosphere; Reflux

With N,O-dimethylhydroxylamine*hydrochloride; ozone; In tetrahydrofuran; ethyl acetate;

DOI:10.1021/ol301461e

Reference yield:

(4S,5R)-4-methyl-2-phenyl-4,5-dihydrooxazole-4-carboxylic acid methyl ester (60538-17-2,62107-40-8,74272-77-8,79952-14-0,79952-15-1,82659-84-5,88336-08-7) → 4-((4R,5R)-4-acetyl-5-methyl-2-phenyl-4,5-dihydrooxazol-4-yl)butanal (1383736-52-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; diisopropylamine / tetrahydrofuran / 0.58 h / -85 - -78 °C / Inert atmosphere

1.2: 24.5 h / -78 - 20 °C / Inert atmosphere

2.1: N,O-dimethylhydroxylamine*hydrochloride / tetrahydrofuran / 0.08 h / Inert atmosphere

2.2: -5 - 20 °C / Inert atmosphere

3.1: ozone / ethyl acetate / -78 °C

3.2: 8 h / Inert atmosphere; Reflux

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; N,O-dimethylhydroxylamine*hydrochloride; ozone; diisopropylamine; In tetrahydrofuran; ethyl acetate;

DOI:10.1021/ol301461e

upstream raw materials:

(4R,5R)-methyl 5-methyl-4-(pent-4-en-1-yl)-2-phenyl-4,5-dihydrooxazole-4-carboxylate

1-((4R,5R)-5-methyl-4-(pent-4-en-1-yl)-2-phenyl-4,5-dihydrooxazol-4-yl)ethanone

(4S,5R)-4-methyl-2-phenyl-4,5-dihydrooxazole-4-carboxylic acid methyl ester

Downstream raw materials:

C₁₇H₂₂N₄O₅

(4R,5S,7S)-7-hydroxy-8-formyl-4,9-dimethyl-2-phenyl-3-oxa-1-azaspiro[4.4]nona-1,8-diene

(4R,5S,7R)-7-hydroxy-8-formyl-4,9-dimethyl-2-phenyl-3-oxa-1-azaspiro[4.4]nona-1,8-diene

(4R,5S,7R)-8-formyl-4,9-dimethyl-2-phenyl-3-oxa-1-azaspiro[4.4]nona-1,8-dien-7-yl benzoate