Methanol → 2-(4-(N-(tert-butoxycarbonyl)methylsulfonamido)-3-(cyclopropylmethoxy)-benzoyloxy)acetic acid

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Reaction Steps

2-(benzyloxy)-2-oxoethyl 4-(N-(tert-butoxycarbonyl)methylsulfonamido)-3-(cyclopropylmethoxy)benzoate (2.6 g, 4.87 mmol) was suspended in EtOAc (30 ml) and MeOH (10 ml) in a 250 ml Parr bottle; 10% Pd/C (0.176 g, 0.165 mmol) was added; and the mixture was hydrogenated at the Parr apparatus for 2 hours (H2 pressure: 30 psi), then the catalyst was filtered over a pad of celite and the solvent was evaporated to dryness; 2-(4-(N-(tert-butoxycarbonyl)methylsulfonamido)-3-(cyclopropylmethoxy)benzoyloxy)-acetic acid was obtained as a white amorphous solid (1.7 g, 3.83 mmol, 79% yield, MS/ESI+ 465.9 [MNa]+) and used as such in the following reaction without further purification.

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