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. 2021 May 24;11(15):7199–7221. doi: 10.7150/thno.57745

Scheme 2.

Scheme 2

Synthesis of triptolide (1) through 5 and 6. ⅰ) NaH, DMF 25℃, 12h; ⅱ) Me2NH 25 ℃, 12 h; ⅲ) CrO3.py, CH2Cl2 25 ℃, 15 min; ⅳ) grade 3 neutral alumina EtOAc, 25 ℃, 48 h; ⅴ) pˑTosOH (catalyst) C6H6, reflux, 2 h; ⅵ) NaBH4, EtOH, 25 ℃, 2 h aqueous HCl (workup); ⅶ) MeO-, MeOH 25 ℃, 15 min; ⅷ) CrO3, HOAc-H2O (9:1) 25 ℃,6 h; ⅸ) BBr3, CH2Cl2 25 ℃,10 h; ⅹ) NaBH4, EtOH 25 ℃,1 h.