Exo-3-hydroxy-8-azabicyclo[3.2.1]octane hydrochloride

Synthesis

Step 1. Preparation of (1R,3S,5S)-8-azabicyclo[3.2.1]octan-3-ol hydrochloride: tert-butyl (1R,3S,5S)-3-hydroxy-8-azabicyclo[3.2.1]octane-8-carboxylate (300 mg, 1.32 mmol) was dissolved in a solution of 1,4-dioxane (4.0 mL) in 4 M HCl and the reaction was stirred at room temperature for 15 hours. After completion of the reaction, the mixture was concentrated under reduced pressure to give the target product (168 mg, quantitative yield) as a white solid, which could be used in subsequent steps without further purification.LC-MS analysis: calculated value 127.1 [M + H]+, measured value 127.90 [M + H]+.

References

[1] Patent: US2012/53180, 2012, A1. Location in patent: Page/Page column 35
[2] Patent: WO2013/61305, 2013, A1. Location in patent: Page/Page column 44