(5R)-5-(methoxymethyl)-1,3-oxazolidin-2-one

Conditions: temp:140.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Urethane (37.4 g, 0.420 mmol) was dissolved in N,N-dimethylformamide (200 mL), and thereto were added cesium fluoride (5.80 g, 38.2 mmol) and (S)-4-methoxymethyl-1,3-dioxolan-2-one (50 g, 0.382 mol, optical purity 97.7%ee), in order. The mixture was stirred for 72 hours at 140° C. under an atmosphere of argon. After filtering off the insoluble materials, the filtrate was condensed in vacuo, and the residue was purified by distillation to give the subject (R)-5-methoxymethyloxazolidin-2-one (35.1 g, yield 69.6 %, optical purity 97.3%ee). After filtering off the insoluble materials condensed in vacuo the residue was purified by distillation

Conditions: temp:140.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Urea (246 g, 4.09 mmol) was dissolved in dimethyl sulfoxide (2.27 L), and thereto were added cerium fluoride (69.0 g, 0.454 mol) and (S)-4-methoxymethyl-1,3-dioxolan-2-one (600 g, 4.54 mol, optical purity 98.9%ee), in order. The mixture was stirred for 36 hours at 140° C. under an atmosphere of argon. After filtering off the insoluble materials, the filtrate was condensed in vacuo, and the residue was purified by distillation to give the subject (R)-5-methoxymethyloxazolidin-2-one (445 g, yield 74.7%, optical purity 98.6%ee). After filtering off the insoluble materials condensed in vacuo the residue was purified by distillation

Conditions: temp:140.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Urethane (37.4 g, 0.420 mmol) was dissolved in N,N-dimethylformamide (200 mL), and thereto were added cesium fluoride (5.80 g, 38.2 mmol) and (S)-4-methoxymethyl-1,3-dioxolan-2-one (50 g, 0.382 mol, optical purity 97.7%ee), in order. The mixture was stirred for 72 hours at 140° C. under an atmosphere of argon. After filtering off the insoluble materials, the filtrate was condensed in vacuo, and the residue was purified by distillation to give the subject (R)-5-methoxymethyloxazolidin-2-one (35.1 g, yield 69.6 %, optical purity 97.3%ee). After filtering off the insoluble materials condensed in vacuo the residue was purified by distillation

Conditions: temp:140.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Urea (246 g, 4.09 mmol) was dissolved in dimethyl sulfoxide (2.27 L), and thereto were added cerium fluoride (69.0 g, 0.454 mol) and (S)-4-methoxymethyl-1,3-dioxolan-2-one (600 g, 4.54 mol, optical purity 98.9%ee), in order. The mixture was stirred for 36 hours at 140° C. under an atmosphere of argon. After filtering off the insoluble materials, the filtrate was condensed in vacuo, and the residue was purified by distillation to give the subject (R)-5-methoxymethyloxazolidin-2-one (445 g, yield 74.7%, optical purity 98.6%ee). After filtering off the insoluble materials condensed in vacuo the residue was purified by distillation