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CAS No. : | 1207203-37-9 | MDL No. : | MFCD28501967 |
Formula : | C18H17NO4 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | - |
M.W : | 311.33 | Pubchem ID : | - |
Synonyms : |
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Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H302-H315-H319-H335 | Packing Group: | N/A |
GHS Pictogram: |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
73% | A stirred suspension of 1 -benzyloxycarbonyl-3 -phenyl-azetidine-3 -carboxylic acid (352 mg, 1.04 mmol) in CHC13 (20 mL) 2 drops of DMF were added. The mixture was cooled in an ice-bath and oxalyl chloride (0.14 mL, 1.67 mmol) was added with dropwise. After stirring in the cold bath for a further 10 minutes the mixture was stirred at roomtemperature for 2 hours. The solvent was removed in vacuo, co-evaporated further with CHC13 (20 mL). The residue was taken up with CHC13 (5 mL) and the resulting solution was added dropwise to a solution of (R)- 1 -methylpyrrolidin-3-ol (0.13 mL, 1.15 mmol) in CHC13 (5 mL) at 0 C under N2. The mixture was stirred at 0 C for 30 minutes and allowed to warm to room temperature overnight. The reaction mixture was washed withH20 (2 x 10 mL), the organic phase was separated and the solvent removed in vacuo. The residue was taken up in EtOAc (20 mL) and washed with saturated NaHCO3 solution (2 x 10 mL). The organic phase was separated, filtered through a phase separator and the solvent removed in vacuo to give the title compound as a brown gum (301 mg, 73%). LCMS (Method 1): [MH+] = 395 at 2.69 mm. |