Trityl chloride → HCID 57036931, compound

Participants

Reaction Steps

To a solution of (2S,4R)-N-tert-butoxycarbonyl-2-(1-tert-butoxycarbonylaminomethyl-3-hydroxypropyl)-4-tert-butyldimethylsiloxypyrrolidine diastereomer B prepared in REFERENCE EXAMPLE 24-1 (1.01 g, 2 mmol) in methylene chloride (20 ml) were added triethylamine (0.307 ml, 2.2 mmol) and triphenylmethyl chloride (584 mg, 2.1 mmol). The mixture was stirred for 3 h at room temperature under a nitrogen atmosphere. The reaction solution was washed successively with water and saturated aqueous sodium chloride, and dried over anhydrous sodium sulfate. The solvent was removed in vacuo. The residue was subjected to silica gel column chromatography (hexane-ethyl acetate) to give (2S,4S)-N-tert-butoxycarbonyl-2-(1-tert-butoxycarbonylaminomethyl-3-triphenylmethoxypropyl)-4-tert-butyldimethylsiloxypyrrolidine diastereomer B (1.48 g, yield: quantitative).

Provenance & Evidence