CarbaMicacid,N-[(3aS,4R,6S,6aR)-tetrahydro-6-hydroxy-2,2-diMethyl-4H-cyclopenta-1,3-dioxol-4-yl]-,phenylMethyl ester

501-53-1

155899-66-4

274693-53-7

Step 7: To a tetrahydrofuran:water mixture of (3aR,4S,6R,6aS)-6-amino-2,2-dimethyltetrahydro-3aH-cyclopentadieno[d][1,3]dioxol-4-ol (17.0 g, 98.15 mmol, 1.00 eq.) and sodium carbonate (20.8 g, 196.24 mmol, 2.00 eq.) at 0°C (5:1, 600 mL) mixed solution, benzyl chloroformate (18.4 g, 107.86 mmol, 1.05 eq.) was slowly added. After completion of the reaction, extraction was carried out with ethyl acetate (3×200 mL) and the organic phases were combined to give the title compound N-[(3aS,4R,6S,6aR)-tetrahydro-6-hydroxy-2,2-dimethyl-4H-cyclopentaeno-1,3-dioxolan-4-yl]carbamic acid benzyl ester as a white solid (20.5 g, 68% yield) after standard post-processing. The product was characterized by 1H NMR (300 MHz, CDCl3), δ: 7.30-7.39 (m, 5H), 5.20 (s, 2H), 4.60 (d, J=5.4 Hz, 1H), 4.50 (d, J=5.4 Hz, 1H), 4.27 (s, 1H), 4.19 (d, J=5.7 Hz, 1H), 2.26 (m. 1H), 1.71 (d, J=14.4Hz, 1H), 1.47 (s, 3H), 1.28 (s, 3H).