(Phenylmethoxy)acetaldehyde → HCID 117812711, compound

Participants

Reaction Steps

Di-tert-butyl (5S)-2-(4-aminobenzyl)-5-[(tert-butoxycarbonyl)amino]hexanedioate (670 mg, 1.40 mmol) was dissolved in 1,2-dichloroethane (10 ml) and benzyloxyacetaldehyde (210 mg, 1.40 mmol) and sodium triacetoxyborohydride (415 mg, 1.96 mmol) were added. The mixture was stirred at room temperature for 4 h and than poured on 10 ml 1N aqueous sodium hydrogen carbonate solution. The aqueous phase was extracted with dichloromethane (2×10 ml) and the organic phases were washed with water (30 ml), dried over magnesium sulfate and concentrated in vacuo. Flash chromatography on silica gel (hexane, ethyl acetate) gave the product as slightly yellow oil (853 mg, 99%).

Provenance & Evidence