dimethyl 2-[(4-benzoyloxy-6,6-dimethyl-2-oxo-5,6-dihydro-4H-[1,2]oxazin-3-yl)-methyl]malonate

Base Information

Chemical Name:dimethyl 2-[(4-benzoyloxy-6,6-dimethyl-2-oxo-5,6-dihydro-4H-[1,2]oxazin-3-yl)-methyl]malonate
CAS No.:1313227-82-5
Molecular Formula:C₁₉H₂₃NO₈
Molecular Weight:393.394
Hs Code.:

Synonyms:dimethyl 2-[(4-benzoyloxy-6,6-dimethyl-2-oxo-5,6-dihydro-4H-[1,2]oxazin-3-yl)-methyl]malonate

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Chemical Property of dimethyl 2-[(4-benzoyloxy-6,6-dimethyl-2-oxo-5,6-dihydro-4H-[1,2]oxazin-3-yl)-methyl]malonate

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Technology Process of dimethyl 2-[(4-benzoyloxy-6,6-dimethyl-2-oxo-5,6-dihydro-4H-[1,2]oxazin-3-yl)-methyl]malonate

There total 3 articles about dimethyl 2-[(4-benzoyloxy-6,6-dimethyl-2-oxo-5,6-dihydro-4H-[1,2]oxazin-3-yl)-methyl]malonate 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: 93.0%

: 1313227-64-3
4-benzoyloxy-3-(iodomethyl)-6,6-dimethyl-5,6-dihydro-4H-[1,2]oxazine 2-oxide

: 108-59-8
malonic acid dimethyl ester

: 1313227-82-5
dimethyl 2-[(4-benzoyloxy-6,6-dimethyl-2-oxo-5,6-dihydro-4H-[1,2]oxazin-3-yl)-methyl]malonate

Guidance literature:: malonic acid dimethyl ester; With potassium tert-butylate; In N,N-dimethyl-formamide; at 0 ℃; for 0.166667h; Inert atmosphere;

4-benzoyloxy-3-(iodomethyl)-6,6-dimethyl-5,6-dihydro-4H-[1,2]oxazine 2-oxide; In N,N-dimethyl-formamide; at -40 - 0 ℃; for 0.5h; Inert atmosphere;
DOI:10.1016/j.tet.2011.04.078

Reference yield:

: 4-(benzoyloxy)-6,6-dimethyl-3-methylene-2-trimethylsilyloxy-2,3,5,6-tetrahydro-4H-[1,2]oxazine

: 1313227-82-5
dimethyl 2-[(4-benzoyloxy-6,6-dimethyl-2-oxo-5,6-dihydro-4H-[1,2]oxazin-3-yl)-methyl]malonate

Guidance literature:: Multi-step reaction with 2 steps

1.1: iodine; acetic acid; triethylamine / dichloromethane / 0.75 h / -78 - -30 °C / Inert atmosphere

2.1: potassium tert-butylate / N,N-dimethyl-formamide / 0.17 h / 0 °C / Inert atmosphere

2.2: 0.5 h / -40 - 0 °C / Inert atmosphere

With potassium tert-butylate; iodine; acetic acid; triethylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2011.04.078

Reference yield:

: 742062-71-1
benzoic acid 3,6,6-trimethyl-2-oxo-5,6-dihydro-4H-1,2-oxazine-4-yl ester

: 1313227-82-5
dimethyl 2-[(4-benzoyloxy-6,6-dimethyl-2-oxo-5,6-dihydro-4H-[1,2]oxazin-3-yl)-methyl]malonate

Guidance literature:: Multi-step reaction with 3 steps

1.1: triethylamine / dichloromethane / 3 h / -78 °C / Inert atmosphere

2.1: iodine; acetic acid; triethylamine / dichloromethane / 0.75 h / -78 - -30 °C / Inert atmosphere

3.1: potassium tert-butylate / N,N-dimethyl-formamide / 0.17 h / 0 °C / Inert atmosphere

3.2: 0.5 h / -40 - 0 °C / Inert atmosphere

With potassium tert-butylate; iodine; acetic acid; triethylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2011.04.078