[(2R)-1-chloro-1-oxopropan-2-yl] acetate

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

Procedure: (R)—C-(7-Benzenesulfonyl-chroman-2-yl)-methylamine (57 mg, 0.19 mmol) triethylamine (0.02 mL) and acetic acid 1-(R)-chlorocarbonyl-ethyl ester were added to 1 mL methylene chloride, and the mixture was stirred for two hours at room temperature. The reaction was quenched by addition of water, and the mixture was extracted with methylene chloride. The combined organic layers were washed with water and brine, dried (Na2SO4), filtered and contrated under reduced pressure. Purification of the residue by flash chromatography gave 7.59 mg of (R)-acetic acid 1-[(7-benzenesulfonyl-chroman-2-ylmethyl)-carbamoyl]-ethyl ester. The reaction was quenched by addition of water the mixture was extracted with methylene chloride The combined organic layers were washed with water and brine dried (Na2SO4) filtered Purification of the residue by flash chromatography

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

Procedure: The captioned compound was obtained in the form of a white solid by performing the same reactions and/or treatments as those in Step 1 of Example 17, with the exceptions that (R)-2-acetoxypropionic acid chloride was used instead of acetoxyacetic acid chloride, and that 5-chloro-N-(5-chlorothiazol-2-yl)spiro[indoline-3,3′-pyrrolidine]-1-carboxamide was used instead of 5-bromo-N-(5-chlorothiazol-2-yl)spiro[indoline-3,3′-pyrrolidine]-1-carboxamide. The captioned compound was obtained in the form of a white solid