Sodium Hydroxide → rac-4-{[(2'S,3'R,4'R,5'R)-6-chloro-4'-(3-chloro-phenyl)-2'-(2,2-dimethyl-propyl)-2-oxo-1,2-dihydro-spiro[indole-3,3'-pyrrolidine]-5'-carbonyl]amino}-3-methoxy-benzoic acid

To a stirred solution of rac-4-{[(2′S,3′R,4′R,5′R)-6-chloro-4′-(3-chloro-phenyl)-2′-(2,2-dimethyl-propyl)-2-oxo-1,2-dihydro-spiro[indole-3,3′-pyrrolidine]-5′-carbonyl]-amino}-3-methoxy-benzoic acid methyl ester (100 mg, 0.16 mmol) in methanol (10 mL) was added an aqueous solution (2 mL) of NaOH (33 mg, 0.82 mmol). The reaction mixture was stirred at room temperature overnight. The “pH” of the mixture was adjusted to 4.5, and the solvent was reduced to about 3 ml. The mixture was filtered, and the precipitate was collected, dried to give a white solid, which was purified by chromatography (7%-10% methanol/methylene chloride) to give 20 mg desired product. MS (H+), 596.

1. filtrationThe mixture was filtered
2. customthe precipitate was collected
3. customdried
4. customto give a white solid, which
5. customwas purified by chromatography (7%-10% methanol/methylene chloride)

ORD record

ord-b76ec1a5d4ca4a7c9a084e70d0efe0e7

Source dataset

uspto-grants-2012_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08088815B2