HCID 68358820, compound → HCID 86707714, compound

Participants

Reaction Steps

To a solution of benzyl ((1R,3S)-3-cyano-2,2,3-trimethylcyclopentyl)carbamate (1.53 g, 5.34 mmol) in THF (10.69 ml) at 0° C. was added a 2 M THF solution of borane-methyl sulfide complex (9.35 ml, 18.70 mmol). The reaction was allowed to warm to room temperature and stirring was continued for 14 hrs. The reaction was cooled to 0° C. and quenched with methanol (8 ml). The reaction solution was partitioned between ethyl acetate and 1.0 N NaOH. The organic extract was washed with brine, dried with sodium sulfate, filtered, and concentrated under reduced pressure, yielding benzyl ((1R,3S)-3-(aminomethyl)-2,2,3-trimethyl cyclopentyl)carbamate (1.39 g, 4.79 mmol, 90% yield) as a colorless oil. ESI-MS m/z 291.3 ([M+H]+).

Provenance & Evidence