dibenzyl (((3R,3aS)-7-(6-((S)-3-methyl-2-oxooxazolidin-5-yl)pyridin-3-yl)-1-oxo-1,3,3a,4-tetrahydrobenzo[b]oxazolo[3,4-d][1,4]oxazin-3-yl)methyl)phosphate

Base Information

Chemical Name:dibenzyl (((3R,3aS)-7-(6-((S)-3-methyl-2-oxooxazolidin-5-yl)pyridin-3-yl)-1-oxo-1,3,3a,4-tetrahydrobenzo[b]oxazolo[3,4-d][1,4]oxazin-3-yl)methyl)phosphate
CAS No.:1427172-63-1
Molecular Formula:C₃₄H₃₂N₃O₉P
Molecular Weight:657.617
Hs Code.:

Synonyms:dibenzyl (((3R,3aS)-7-(6-((S)-3-methyl-2-oxooxazolidin-5-yl)pyridin-3-yl)-1-oxo-1,3,3a,4-tetrahydrobenzo[b]oxazolo[3,4-d][1,4]oxazin-3-yl)methyl)phosphate

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Chemical Property of dibenzyl (((3R,3aS)-7-(6-((S)-3-methyl-2-oxooxazolidin-5-yl)pyridin-3-yl)-1-oxo-1,3,3a,4-tetrahydrobenzo[b]oxazolo[3,4-d][1,4]oxazin-3-yl)methyl)phosphate

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Technology Process of dibenzyl (((3R,3aS)-7-(6-((S)-3-methyl-2-oxooxazolidin-5-yl)pyridin-3-yl)-1-oxo-1,3,3a,4-tetrahydrobenzo[b]oxazolo[3,4-d][1,4]oxazin-3-yl)methyl)phosphate

There total 11 articles about dibenzyl (((3R,3aS)-7-(6-((S)-3-methyl-2-oxooxazolidin-5-yl)pyridin-3-yl)-1-oxo-1,3,3a,4-tetrahydrobenzo[b]oxazolo[3,4-d][1,4]oxazin-3-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: 72.0%

: 1427172-03-9
(3R,3aS)-3-(hydroxymethyl)-7-{6-[(S)-3-methyl-2-oxooxazolidin-5-yl]pyridin-3-yl}-3a,4-dihydrobenzo[b]oxazolo[3,4-d][1,4]oxazin-1(3H)-one

: 108549-23-1
Dibenzyl N,N-diisopropylphosphoramidite

: 1427172-63-1
dibenzyl (((3R,3aS)-7-(6-((S)-3-methyl-2-oxooxazolidin-5-yl)pyridin-3-yl)-1-oxo-1,3,3a,4-tetrahydrobenzo[b]oxazolo[3,4-d][1,4]oxazin-3-yl)methyl)phosphate

Guidance literature:: (3R,3aS)-3-(hydroxymethyl)-7-{6-[(S)-3-methyl-2-oxooxazolidin-5-yl]pyridin-3-yl}-3a,4-dihydrobenzo[b]oxazolo[3,4-d][1,4]oxazin-1(3H)-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:

: 911845-45-9
(3R,3aS)-7-bromo-3-((1,1-dimethylethyl)dimethylsilanemethyl)-3a,4-dihydro-3H-[1,3]oxazolo[4,3-c][1,4]benzoxazin-1-one

: 1427172-63-1
dibenzyl (((3R,3aS)-7-(6-((S)-3-methyl-2-oxooxazolidin-5-yl)pyridin-3-yl)-1-oxo-1,3,3a,4-tetrahydrobenzo[b]oxazolo[3,4-d][1,4]oxazin-3-yl)methyl)phosphate

Guidance literature:: Multi-step reaction with 3 steps

1.1: potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / dimethyl sulfoxide / 2 h / 80 °C / Inert atmosphere

2.1: caesium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; 1,4-dioxane / 80 °C / Inert atmosphere

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

3.2: 4 h / 0 - 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; 4,5-dicyano-1H-imidazole; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; caesium carbonate; In 1,4-dioxane; dichloromethane; water; dimethyl sulfoxide;
DOI:10.1021/jm4000598

Reference yield:

: 1427172-37-9
(S)-2-azido-1-(5-bromopyridin-2-yl) ethanol

: 1427172-63-1
dibenzyl (((3R,3aS)-7-(6-((S)-3-methyl-2-oxooxazolidin-5-yl)pyridin-3-yl)-1-oxo-1,3,3a,4-tetrahydrobenzo[b]oxazolo[3,4-d][1,4]oxazin-3-yl)methyl)phosphate

Guidance literature:: Multi-step reaction with 5 steps

1.1: triphenylphosphine / tetrahydrofuran; water / 2 h / 45 °C

2.1: dmap; 1,1'-carbonyldiimidazole / tetrahydrofuran / 20 °C

3.1: sodium hydride / mineral oil; N,N-dimethyl-formamide / 5 h / 0 - 20 °C

4.1: caesium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; 1,4-dioxane / 80 °C / Inert atmosphere

5.1: 4,5-dicyano-1H-imidazole / dichloromethane / 4 h / 0 - 20 °C

5.2: 4 h / 0 - 20 °C

With dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 4,5-dicyano-1H-imidazole; sodium hydride; caesium carbonate; triphenylphosphine; 1,1'-carbonyldiimidazole; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; mineral oil;
DOI:10.1021/jm4000598