Benzenepropanol → (5-Oxo-2-(3-phenyl-propoxy)-tetrahydro-furan-3-yl)-carbamic acid allyl ester

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Reaction Steps

Prepared from 3-allyloxycarbonylamino-4-hydroxy-butyric acid tert-butyl ester as described for compound 40 using 3-phenylpropanol to afford 1.15 grams (32% yield) of the title compound as a colorless oil. 1H-NMR (500 MHz, CDCl3) δ 1.82-2.05 (m, 2H), 2.38 (dd, 1H), 2.68 (m, 2H), 2.82 (dd, 1H), 3.55-3.65 (m, 1H), 3.82-3.92 (m, 1H), 4.48-4.72 (m, 3H), 5.12-5.59 (m, 3H), 5.82-6.03 (m, 1H), 7.11-7.45 (m, 5H). Analytical HPLC: 9.08 min. LC-MS (ES+): m/e=320.2 (M+H+).

Provenance & Evidence