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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 405086Generated: October 30, 2026

Water → HCID 71597899, compound

https://huagongshe.com/reaction/405086

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
ReactantHCID 71597898HCID 71597898—
SolventMethanolHCID 887—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 71597899HCID 71597899—

Reaction Conditions

Temperature25 °C

Reaction Steps

The title compound was prepared following the procedure described below: To the solution of 4-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-3a-((2-(4-(ethoxycarbonyl)piperidin-1-yl)-2-oxoethylamino)methyl)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-2,3,3a,4,5,5a,5b,6,7,7a,8,11,11a,11b,12,13,13a,13b-octadecahydro-1H-cyclopenta[a]chrysen-9-yl)benzoic acid (12 mg, 0.016 mmol) in MeOH (3.00 ml) and dioxane (3 ml), sodium hydroxide (10 mg, 0.250 mmol) was added followed by 0.5 ml of water. The resulting suspension was stirred at 25° C. for 4 h. The solvent was removed in vacuo, the product was isolated by prep. HPLC as a white solid (5 mg, 41.4%). LCMS: m/e 713.5 (MH+), 2.37 min (method 3). 1H NMR (400 MHz, MeOD) δ ppm 7.95 (m, 2H), 7.27 (m, 2H), 5.32 (d, J=4.5 Hz, 1H), 4.76 (d, J=1.8 Hz, 1H), 4.66 (s, 1H), 4.29-4.46 (m, 1H), 4.09-4.25 (m, 2H), 3.64-3.85 (m, 1H), 3.17-3.32 (m, 2H), 3.05 (m, 1H), 2.87 (dd, J=12.8, 4.8 Hz, 1H), 2.67 (tt, J=10.8, 4.0 Hz, 1H), 2.49 (dt, J=10.9, 5.5 Hz, 1H), 2.07-2.29 (m, 2H), 1.85-2.07 (m, 4H), 1.67-1.85 (m, 8H), 1.43-1.67 (m, 9H), 1.36 (br. s., 2H), 1.32 (d, J=6.5 Hz, 2H), 1.24 (d, J=14.8 Hz, 1H), 1.13-1.20 (m, 4H), 1.11 (s, 3H), 1.04 (s, 3H), 0.99 (s, 3H), 0.98 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08748415B2
Source datasetuspto-grants-2014_06
ORD IDord-acecb73c19964edfa806a86a462f5206
Source noteuspto-grants-2014_06