Lithium borohydride → tert-Butyl 2-(hydroxymethyl)-4H-pyrrolo[3,4-d]oxazole-5(6H)-carboxylate

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Reaction Steps

Lithium borohydride (0.015 g, 0.72 mmol) was added to a stirred solution of 4,6-dihydro-5H-pyrrolo[3,4-d]oxazole-2,5-dicarboxylic acid 5-(1,1-dimethylethyl) 2-methyl ester (0.064 g, 0.24 mmol) in a mixture of MeOH (0.6 mL) and THF (1 mL) at 0° C. The mixture was stirred at room temperature for 30 minutes, diluted with a saturated solution of NH4Cl and extracted with DCM. The organic layer was separated, dried (Na2SO4), filtered and the solvents evaporated in vacuo to yield 4,6-dihydro-2-(hydroxymethyl)-5H-pyrrolo[3,4-d]oxazole-5-carboxylic acid 1,1-dimethylethyl ester (0.055 g, 96% yield) as a clear oil that was used in the next step without further purification. C11H16N2O4 LCMS: Rt 1.29, m/z 241 [M+H]+ (using method, LC-MS Method 6).

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