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. Author manuscript; available in PMC: 2022 Jul 23.
Published in final edited form as: ACS Appl Nano Mater. 2021 Jul 12;4(7):7343–7357. doi: 10.1021/acsanm.1c01320

Scheme 1. Synthesis of Man-DPPEa.

Scheme 1.

a(a) Benzyl bromide, NaH, tetra-n-butylammonium iodide, N,N-dimethylformamide (DMF), 0 °C, RT, 12 h (90%); (b) glacial acetic acid, HCl, 85 °C, 7 h (45%); (c) t-butyl 2-bromoacetate, KOH, TBAB, toluene, 0 °C, RT, 1 h (85%); (d) TFA, dichloromethane (DCM), RT, 45 min (83%); (e) NHS, N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide (EDAC), DCM, 24 h (90%); (f) DPPE-NH2, triethylamine, DMF, 16 h (88%); and (g) Pd/C, H2, THF/MeOH, 24 h (quantitative yield).