HCID 54321067, compound → (S)-(-)-1-Benzyl-3-pyrrolidinol

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Reaction Steps

After removal of hexane from the eluate containing (S)-N-benzyl-3-hydroxypyrrolidine under reduced pressure, vacuum distillation of the residue (bp. 160° C./3 mm Hg) yielded 2.21 g of (S)-N-benzyl-3-hexanoyloxypyrrolidine in colorless oily form. The specific rotation of this product was [a]D20 -15.3° (c=5, MeOH). This (S)-N-benzyl-3-hexanoyloxypyrrolidine was further hydrolyzed under alkaline conditions to produce the corresponding (S)-N-benzyl-3-hydroxypyrrolidine. After tosylation, the optical purity of this product was found by HPLC to be 100% e.e.

Provenance & Evidence