812652-63-4

Upstream product

• 4846-21-3 O-phenylhydroxylamine 
• 101096-90-6 2-hydroxy-3,3-diphenylpropanenitrile 
• 947-91-1 Diphenylacetaldehyde 
• 530-62-1 1,1'-carbonyldiimidazole 

Downstream Products

• 752235-35-1 5-benzhydryl-3-phenoxy-oxazolidin-2,4-dione 

Relevant academic research and scientific papers

Synthesis of novel 4-functionalised oxazolidin-2-ones

The synthesis of O-substituted and O-unsubstituted 3-hydroxy-4-thioxo- oxazolidin-2-ones, functionalised 4-imino-oxazolidine-2-ones and 4-phenoxy-imino-oxazolidin-2-one starting from O-substituted and O-unsubstituted 3-hydroxy-4-imino-oxazolidin-2-ones is described. A one-pot protocol for the preparation of 4-methoxyimino-, 4-aralkoxyimino- and 4-phenoxyimino-oxazolidin- 2-ones has been developed. Georg Thieme Verlag Stuttgart.

O-Protected 3-hydroxy-oxazolidin-2,4-diones: Novel precursors in the synthesis of α-hydroxyhydroxamic acids

O-Protected 3-hydroxyoxazolidin-2,4-diones have been prepared in a novel one-pot reaction by subsequent treatment of cyanohydrins with 1,1′-carbonyldiimidazole and O-protected hydroxylamines followed by acidic hydrolysis of the intermediate 4-imino-oxazolidin-2-ones. Decarbonylation of O-protected 3-hydroxyoxazolidin-2,4-diones by catalytic amounts of sodium methoxide, lithium hydroxide, sodium carbonate and caesium carbonate in methanol afforded O-protected α-hydroxyhydroxamic acids in excellent yields. Their deprotection provided a series of novel α-hydroxyhydroxamic acids.

Efficient conversion of O-substituted 3-hydroxy-4-imino-oxazolidin-2-ones into O-substituted α-hydroxyamidoximes

(Chemical equation presented) An efficient and convenient two-step synthesis of O-substituted α-hydroxyamidoximes has been developed. The first step involves a high-yielding one-pot synthesis of the so far unknown O-substituted 3-hydroxy-4-imino-oxazolidin-2-ones by reacting cyanohydrins stepwise with 1,1′-carbonyldiimidazole and O-substituted hydroxylamines. The second step represents a novel, sodium methoxide-mediated conversion of O-substituted 3-hydroxy-4-imino-oxazolidin-2-ones into the corresponding O-substituted α-hydroxyamidoximes.