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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 524476Generated: October 30, 2026

Trifluoroacetic acid → HCID 86575275, compound

https://huagongshe.com/reaction/524476

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantHCID 117701510HCID 117701510—
SolventDichloromethaneHCID 6344—
ProductHCID 86575275HCID 8657527563.1%

Reaction Conditions

Temperature30 °C

Reaction Steps

To a solution of 1-tert-butyl 4-((3aS,5aR,5bR,7aR,9S,11aR,11bR,13aS)-3a-((E)-3-((2-hydroxyethyl)amino)-3-oxoprop-1-en-1-yl)-1-isopropyl-5a,5b,8,8,11a-pentamethyl-2-oxo-3,3a,4,5,5a,5b,6,7,7a,8,9,10,11,11a,11b,12,13,13a-octadecahydro-2H-cyclopenta[a]chrysen-9-yl) 2,2-dimethylsuccinate (60 mg, 0.083 mmol) in DCM (5 mL) stirred at room temp was added TFA (2.5 mL, 32.4 mmol). The reaction mixture was stirred at 30° C. for 2 h. The reaction was evaporated to dryness then diluted with 200 mL DCM. The organic phase was washed with saturated NaHCO3 solution (200 mL*3), water and brine. The organics were dried and concentrated under reduced pressure to afford crude product which was further purified by preparative-HPLC to afford the title compound (35 mg, 63%) as a white solid. 1H NMR (400 MHz, METHANOL-d4) δ=6.85 (d, J=16.1 Hz, 1H), 5.96 (d, J=16.1 Hz, 1H), 4.49 (dd, J=5.5, 10.5 Hz, 1H), 3.64 (t, J=5.6 Hz, 2H), 3.39 (t, J=5.6 Hz, 2H), 3.37-3.21 (m, 1H), 2.91 (dd, J=4.1, 11.7 Hz, 0H), 2.68-2.50 (m, 2H), 2.33-2.10 (m, 3H), 2.09-0.75 (m, 44H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09340513B2
Source datasetuspto-grants-2016_05
ORD IDord-e03d65fe9a30438e900e36b5980fcdf8
Source noteuspto-grants-2016_05