N-{1-[(3S,5R)-3-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2-methyl-isoxazolidin-5-yl]-2-oxo-1,2-dihydro-pyrimidin-4-yl}-benzamide

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Chemical Name:N-{1-[(3S,5R)-3-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2-methyl-isoxazolidin-5-yl]-2-oxo-1,2-dihydro-pyrimidin-4-yl}-benzamide
CAS No.:181119-01-7
Molecular Formula:C₂₀H₂₄N₄O₅
Molecular Weight:400.434
Hs Code.:

Synonyms:N-{1-[(3S,5R)-3-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2-methyl-isoxazolidin-5-yl]-2-oxo-1,2-dihydro-pyrimidin-4-yl}-benzamide

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Chemical Property of N-{1-[(3S,5R)-3-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2-methyl-isoxazolidin-5-yl]-2-oxo-1,2-dihydro-pyrimidin-4-yl}-benzamide

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Technology Process of N-{1-[(3S,5R)-3-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2-methyl-isoxazolidin-5-yl]-2-oxo-1,2-dihydro-pyrimidin-4-yl}-benzamide

There total 2 articles about N-{1-[(3S,5R)-3-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2-methyl-isoxazolidin-5-yl]-2-oxo-1,2-dihydro-pyrimidin-4-yl}-benzamide 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: 68.0%

: 181118-98-9
Acetic acid (3S,5S)-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-isoxazolidin-5-yl ester

: 181119-01-7
N-{1-[(3S,5R)-3-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2-methyl-isoxazolidin-5-yl]-2-oxo-1,2-dihydro-pyrimidin-4-yl}-benzamide

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In acetonitrile; for 3h; Ambient temperature;
DOI:10.1016/0040-4039(96)00999-9

Reference yield:

: (S)-3-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2-methyl-isoxazolidin-5-ol

: 181119-01-7
N-{1-[(3S,5R)-3-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2-methyl-isoxazolidin-5-yl]-2-oxo-1,2-dihydro-pyrimidin-4-yl}-benzamide

Guidance literature:: Multi-step reaction with 2 steps

1: 66 percent / pyridine / CH₂Cl₂ / 12 h / Ambient temperature

2: 68 percent / TMSOTf / acetonitrile / 3 h / Ambient temperature

With pyridine; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; acetonitrile;
DOI:10.1016/0040-4039(96)00999-9

Reference yield:

: 181119-01-7
N-{1-[(3S,5R)-3-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2-methyl-isoxazolidin-5-yl]-2-oxo-1,2-dihydro-pyrimidin-4-yl}-benzamide

: N-[1-((3S,5R)-3-Hydroxymethyl-2-methyl-isoxazolidin-5-yl)-2-oxo-1,2-dihydro-pyrimidin-4-yl]-benzamide

Guidance literature:: Multi-step reaction with 3 steps

1: 53 percent / 60percent AcOH / 0.5 h / 70 °C

2: NaIO₄ / methanol; H₂O / 1 h / 0 °C

3: NaBH₄ / 0.25 h / 0 °C

With sodium tetrahydroborate; sodium periodate; acetic acid; In methanol; water;
DOI:10.1016/0040-4039(96)00999-9