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

Base Information

Chemical Name:1-((4R,5R)-5-methyl-4-(pent-4-en-1-yl)-2-phenyl-4,5-dihydrooxazol-4-yl)ethanone
CAS No.:1383736-54-6
Molecular Formula:C₁₇H₂₁NO₂
Molecular Weight:271.359
Hs Code.:

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

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

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

There total 3 articles about 1-((4R,5R)-5-methyl-4-(pent-4-en-1-yl)-2-phenyl-4,5-dihydrooxazol-4-yl)ethanone 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: 82.0%

: 1383736-53-5
(4R,5R)-methyl 5-methyl-4-(pent-4-en-1-yl)-2-phenyl-4,5-dihydrooxazole-4-carboxylate

: 75-16-1
methylmagnesium bromide

: 1383736-54-6
1-((4R,5R)-5-methyl-4-(pent-4-en-1-yl)-2-phenyl-4,5-dihydrooxazol-4-yl)ethanone

Guidance literature:: (4R,5R)-methyl 5-methyl-4-(pent-4-en-1-yl)-2-phenyl-4,5-dihydrooxazole-4-carboxylate; With N,O-dimethylhydroxylamine*hydrochloride; In tetrahydrofuran; for 0.0833333h; Inert atmosphere;

methylmagnesium bromide; In tetrahydrofuran; at -5 - 20 ℃; Inert atmosphere;
DOI:10.1021/ol301461e

Reference yield:

: 7766-48-5
1-iodo-4-pentene

: 1383736-54-6
1-((4R,5R)-5-methyl-4-(pent-4-en-1-yl)-2-phenyl-4,5-dihydrooxazol-4-yl)ethanone

Guidance literature:: Multi-step reaction with 2 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

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; N,O-dimethylhydroxylamine*hydrochloride; diisopropylamine; In tetrahydrofuran;
DOI:10.1021/ol301461e

Reference yield:

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

: 1383736-54-6
1-((4R,5R)-5-methyl-4-(pent-4-en-1-yl)-2-phenyl-4,5-dihydrooxazol-4-yl)ethanone

Guidance literature:: Multi-step reaction with 2 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

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; N,O-dimethylhydroxylamine*hydrochloride; diisopropylamine; In tetrahydrofuran;
DOI:10.1021/ol301461e