Triethylamine → (3R)-3-{[4-{(5R)-5-Azidomethyl-2-oxo-oxazolidin-3-yl}-2-fluoro-phenyl]-benzyloxycarbonyl-amino}-pyrrolidine-1-carboxylic Acid Tert-Butyl Ester

To a solution 3.36 g of (3R)-3-{benzyloxycarbonyl-[2-fluoro-4-{(5R)-5-hydroxymethyl-2-oxo-oxazolidin-3-yl}-phenyl]-amino}-pyrrolidine-1-carboxylic acid tert-butyl ester (10.8 mmol) and 2.05 ml of triethylamine (10.8 mmol) in 40 ml of dichloromethane, was added at 0° C. 0.805 ml of methanesulfonyl chloride (10.8 mmol). The reaction was stirred at rt. and monitored by TLC. The reaction was diluted with water and washed with water and brine. The org. layer was dried over Mg sulfate, filtered and the filtrate evaporated. The solid residue was dissolved in 10 ml of DMF and 1.38 g sodium azide (10.8 mmol) was added and the mixture stirred under inert gas at 80° C. for 20 hrs. The DMF was evaporated, the residue dissolved in ethyl acetate, washed with water and brine, dried over Mg sulfate, filtered and evaporated.

1. washwashed with water and brine
2. dry with materiallayer was dried over Mg sulfate
3. filtrationfiltered
4. customthe filtrate evaporated
5. dissolutionThe solid residue was dissolved in 10 ml of DMF
6. stirringthe mixture stirred under inert gas at 80° C. for 20 hrs
7. customThe DMF was evaporated
8. dissolutionthe residue dissolved in ethyl acetate
9. washwashed with water and brine
10. dry with materialdried over Mg sulfate
11. filtrationfiltered
12. customevaporated

ORDレコード

ord-b02c2bd961ae4e13a818516323cf35f0

出典データセット

uspto-grants-2012_12

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08329908B2