N-(tert-Butoxycarbonyl)-D-prolinal → tert-butyl (2R)-2-ethynylpyrrolidine-1-carboxylate

Participants

Reaction Steps

(R)-N-Boc-2-Ethynyl-pyrrolidine was prepared according to Method X above by the treatment of (R)-N-Boc-2-formyl-pyrrolidine (700 mg, 3.51 mmol) (Example 89A) with potassium tert-butoxide (510 mg, 4.56 mmol) and diazomethyl-phosphonic-acid-diethylester (820 mg, 4.56 mmol) (also prepared according to Method X). (R)-N-Boc-2-Ethynyl-pyrrolidine was obtained after silica gel cotoumn chromatography with 10% Et2O in hexanes. (Yield 150 mg, 25%).

Provenance & Evidence