1-[(3R,5S)-2-Benzyl-3-((S)-1,2-dihydroxy-ethyl)-isoxazolidin-5-yl]-5-methyl-1H-pyrimidine-2,4-dione

Base Information

Chemical Name:1-[(3R,5S)-2-Benzyl-3-((S)-1,2-dihydroxy-ethyl)-isoxazolidin-5-yl]-5-methyl-1H-pyrimidine-2,4-dione
CAS No.:204577-40-2
Molecular Formula:C₁₇H₂₁N₃O₅
Molecular Weight:347.371
Hs Code.:

Synonyms:1-[(3R,5S)-2-Benzyl-3-((S)-1,2-dihydroxy-ethyl)-isoxazolidin-5-yl]-5-methyl-1H-pyrimidine-2,4-dione

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Chemical Property of 1-[(3R,5S)-2-Benzyl-3-((S)-1,2-dihydroxy-ethyl)-isoxazolidin-5-yl]-5-methyl-1H-pyrimidine-2,4-dione

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Technology Process of 1-[(3R,5S)-2-Benzyl-3-((S)-1,2-dihydroxy-ethyl)-isoxazolidin-5-yl]-5-methyl-1H-pyrimidine-2,4-dione

There total 6 articles about 1-[(3R,5S)-2-Benzyl-3-((S)-1,2-dihydroxy-ethyl)-isoxazolidin-5-yl]-5-methyl-1H-pyrimidine-2,4-dione 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:

: 91190-38-4,111058-38-9,1165677-00-8
N-benzyl-2,3-O-isopropylidene-D-glyceraldehyde nitrone

: 204577-40-2
1-[(3R,5S)-2-Benzyl-3-((S)-1,2-dihydroxy-ethyl)-isoxazolidin-5-yl]-5-methyl-1H-pyrimidine-2,4-dione

Guidance literature:: Multi-step reaction with 2 steps

1: 8 percent / toluene / 15 h / Heating

2: p-TosOH / methanol / 4 h / Heating

With toluene-4-sulfonic acid; In methanol; toluene; 1: Cycloaddition / 2: deprotection;
DOI:10.1016/S0957-4166(00)00094-X

Reference yield:

: 204577-38-8
(R)-2-Benzyl-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-isoxazolidin-5-ol

: 204577-40-2
1-[(3R,5S)-2-Benzyl-3-((S)-1,2-dihydroxy-ethyl)-isoxazolidin-5-yl]-5-methyl-1H-pyrimidine-2,4-dione

Guidance literature:: Multi-step reaction with 2 steps

1: 82 percent / pyridine / 1 h / 0 °C

2: TMSOTf / CH₂Cl₂ / 2 h / Ambient temperature

With pyridine; trimethylsilyl trifluoromethanesulfonate; In dichloromethane;
DOI:10.1039/a705673g

Reference yield:

: 204577-37-7
(3R,4’S)-2-N-benzyl-3-(2’,2’-dimethyl-1’,3’-dioxolan-4’-yl)-1,2-isoxazolidin-5-one

: 204577-40-2
1-[(3R,5S)-2-Benzyl-3-((S)-1,2-dihydroxy-ethyl)-isoxazolidin-5-yl]-5-methyl-1H-pyrimidine-2,4-dione

Guidance literature:: Multi-step reaction with 3 steps

1: 80 percent / DIBAL-H / CH₂Cl₂ / 2 h / -80 °C

2: 82 percent / pyridine / 1 h / 0 °C

3: TMSOTf / CH₂Cl₂ / 2 h / Ambient temperature

With pyridine; trimethylsilyl trifluoromethanesulfonate; diisobutylaluminium hydride; In dichloromethane;
DOI:10.1039/a705673g