Sodium Sulfite → HCID 68611061, compound

Participants

Reaction Steps

A solution of (1S,2S)-2-[5-[[1-(tert-butoxycarbonyl)-(2S)-azetidinyl]methoxy]-3-pyridyl]cyclopropylmethanol (3.00 g, 8.97 mmol) in CH2Cl2 (25 mL) was treated with 3 equiv. of NaHCO3 followed by Dess-Martin periodinane (7.60 g, 18.0 mmol, 2.0 equiv.). The solution was stirred for 2 h at room temperature. Saturated aqueous Na2SO3 (5 mL) and NaHCO3 (5 mL) were then added, and the biphasic mixture was stirred for 15 min and extracted with EtOAc (2×100 mL). The organic phase was washed with brine (50 mL), dried (Na2SO4), and concentrated in vacuo. The resulting aldehyde was purified by CC and directly used in the next reaction.

Provenance & Evidence