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. 2022 May 11;28(35):e202200547. doi: 10.1002/chem.202200547

Scheme 3.

Scheme 3

A) Chemical structure of long‐chain β‐hydroxy fatty acids. B) Synthesis of β β‐DLAM909. Reagents and conditions: a) HF ⋅ Py (70 %, 20 μL per mL THF), THF, 0 °C; b); FA3, DIC, DMAP, DCM; c) Et3N ⋅ 3HF (TREAT‐HF), DCM; d) FA6, DIC, DMAP, DCM; e) TfOH, Et3SiH, DCM, −78 °C; f) (BnO)2PN(iPr)2, 1H‐tetrazole, DCM, r.t., then m−CPBA, −78° C; g) Zn, AcOH then FA5, HATU, DIPEA, CHCl3; h) Pd black, H2 (8.5 bar), toluene/MeOH (4 : 1).