Description
T-Butyl 1,3-dihydroxypropan-2-ylcarbamate is a branched PEG derivative with biotin and two hydroxyl moieties. The hydroxyl groups enable further derivatization or replacement with other reactive functional groups. The Boc group can be deprotected under mild acidic conditions to form the free amine.
Uses
N-Boc-serinol is an alkyl/ether-based PROTAC linker that can be used in the synthesis of PROTACs[1].
Synthesis
The general procedure for the synthesis of N-BOC-serinol from di-tert-butyl dicarbonate and serinol was as follows: di-tert-butyl dicarbonate (24.0 g, 0.1 mol) was added to an ethanol (100 mL) solution of serinol (1.00 g, 0.1 mol). The reaction mixture was stirred at room temperature for 16 hours. After completion of the reaction, the reaction solution was concentrated to dryness under vacuum to afford N-BOC-serinol (21.0 g, yield: 100%) as a white solid.
References
[1] An S, et al. Small-molecule PROTACs: An emerging and promising approach for the development of targeted therapy drugs. EBioMedicine. 2018 Oct;36:553-562 DOI:
10.1016/j.ebiom.2018.09.005