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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 406899Generated: October 30, 2026

Sodium Hydroxide → HCID 67952361, compound

https://huagongshe.com/reaction/406899

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantHCID 67952323HCID 67952323—
SolventMethanolHCID 887—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 67952361HCID 6795236161%

Reaction Conditions

Temperature65 °C

Reaction Steps

Saponification of the intermediates A6 was conducted as followed: to a solution of (1S,2R,4aS,6aS,6bR,8aR,12aS,12bR,14bS)-10-(4-(methoxycarbonyl)phenyl)-1,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,12,12a,12b,13,14b-octadecahydropicene-4-a-carboxylic acid (intermediate A6) (20 mg, 0.035 mmol) in a mixture of dioxane (1 mL) and methanol (0.5 mL) was added a 1N solution of NaOH (0.5 mL, 0.5 mmol). The mixture was warmed to 65° C. for 2 h. The crude product was further purified by preparative HPLC(YMC Combiprep ODS 30×50 mm S5 column) eluted with gradient mixture of MeOH/water/TFA. The desired fractions were combined, evaporated to afford the title compound (12 mg, 61%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08754068B2
Source datasetuspto-grants-2014_06
ORD IDord-f511baa1c6ef4369970a932c52e1922e
Source noteuspto-grants-2014_06