(R)-3-Pyrrolidinol → (R)-tert-Butyl 4-(3-hydroxypyrrolidin-1-yl)benzoate

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Reaction Steps

Title compound II was obtained in 91% yield by following the procedure described above for the synthesis of compound 157 (scheme 5, step 1) but substituting (S)-hydroxypyrrolidine for (R)-3-hydroxypyrrolidine. 1H NMR (DMSO-d6) δ(ppm): 7.69 (d, J=8.8 Hz, 2H), 6.51 (d, J=8.8 Hz, 2H), 5.02 (d, J=2.4 Hz, 1H), 4.40 (bs, 1H), 3.43 (dd, J=10.6, 4.6 Hz, 1H), 3.37 (m, 1H), 3.32 (m, 1H), 3.14 (d, J=10.8, 1H), 2.03 (m, 1H), 1.91 (m, 1H), 1.50 (s, 9H). LRMS (ESI): (calc) 263.15 (found) 264.1 (MH+).

Provenance & Evidence