dibenzyl ((3-(5-bromopyridin-2-yl)-2-oxooxazolidin-5-yl)methyl) phosphate

Base Information

• Chemical Name: dibenzyl ((3-(5-bromopyridin-2-yl)-2-oxooxazolidin-5-yl)methyl) phosphate
• CAS No.: 1427172-58-4
• Molecular Formula: C₂₃H₂₂BrN₂O₆P
• Molecular Weight: 533.315

Synonyms:dibenzyl ((3-(5-bromopyridin-2-yl)-2-oxooxazolidin-5-yl)methyl) phosphate

Chemical Property of dibenzyl ((3-(5-bromopyridin-2-yl)-2-oxooxazolidin-5-yl)methyl) phosphate

Chemical Property:

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Technology Process of dibenzyl ((3-(5-bromopyridin-2-yl)-2-oxooxazolidin-5-yl)methyl) phosphate

There total 5 articles about dibenzyl ((3-(5-bromopyridin-2-yl)-2-oxooxazolidin-5-yl)methyl) phosphate 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: 92.0%

3-(5-bromopyridin-2-yl)-5-(hydroxylmethyl)oxazolidin-2-one (1427172-23-3) + dibenzyl N,N'-diisopropylphosphoramidite → dibenzyl ((3-(5-bromopyridin-2-yl)-2-oxooxazolidin-5-yl)methyl) phosphate (1427172-58-4)

Guidance literature:

With 4,5-dicyano-1H-imidazole; 3-chloro-benzenecarboperoxoic acid;

Reference yield: 92.0%

3-(5-bromopyridin-2-yl)-5-(hydroxylmethyl)oxazolidin-2-one (1427172-23-3) + Dibenzyl N,N-diisopropylphosphoramidite (108549-23-1) → dibenzyl ((3-(5-bromopyridin-2-yl)-2-oxooxazolidin-5-yl)methyl) phosphate (1427172-58-4)

Guidance literature:

3-(5-bromopyridin-2-yl)-5-(hydroxylmethyl)oxazolidin-2-one; Dibenzyl N,N-diisopropylphosphoramidite; With 4,5-dicyano-1H-imidazole; In dichloromethane; at 0 - 20 ℃; for 4h;

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 - 20 ℃; for 4h;

DOI:10.1021/jm4000598

Reference yield:

3-(5-bromopyridin-2-yl)-5-(chloromethyl)oxazolidin-2-one (1427172-21-1) → dibenzyl ((3-(5-bromopyridin-2-yl)-2-oxooxazolidin-5-yl)methyl) phosphate (1427172-58-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: N,N-dimethyl-formamide / 80 °C

2.1: methanol; potassium carbonate / N,N-dimethyl-formamide / 5 h / 20 °C

3.1: 4,5-dicyano-1H-imidazole / dichloromethane / 4 h / 0 - 20 °C

3.2: 4 h / 0 - 20 °C

With methanol; 4,5-dicyano-1H-imidazole; potassium carbonate; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm4000598

upstream raw materials:

3-(5-bromopyridin-2-yl)-5-(chloromethyl)oxazolidin-2-one

(3-(5-bromopyridin-2-yl)-2-oxooxazolidin-5-yl)methyl acetate

3-(5-bromopyridin-2-yl)-5-(hydroxylmethyl)oxazolidin-2-one

Dibenzyl N,N-diisopropylphosphoramidite

Downstream raw materials:

dibenzyl ((3-(5-((3R,3aS)-3-(hydroxymethyl)-1-oxo-1,3,3a,4-tetrahydrobenzo[b]oxazolo[3,4-d][1,4]oxazin-7-yl)pyridin-2-yl)-2-oxooxazolidin-5-yl)methyl)phosphate

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