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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1401001Generated: November 3, 2026

Sodium Hydroxide → HCID 86575596, compound

https://huagongshe.com/reaction/1401001

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantHCID 86692355HCID 86692355—
SolventMethanolHCID 887—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 86575596HCID 8657559688%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of diisopropyl 6-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-3a-((tert-butoxycarbonyl)amino)-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)spiro[3.3]hept-5-ene-2,2-dicarboxylate (15 mg, 0.019 mmol) in dioxane (2 mL) and MeOH (1 mL) was added 1N NaOH (1 mL, 1 mmol). The mixture was stirred at 50° C. for 4 h. The solvent was removed in vacuo. The crude product was dissolved in dioxane (1 mL) and MeOH (1 mL). H2O was added dropwise, the solid formed was collected by filtration to give desired product in 88% yield. MS: m/e 688.6 (M−H)−, 2.72 min (method 5). 1H NMR (400 MHz, METHANOL-d4) δ 5.88 (s, 1H), 5.57-5.52 (m, 1H), 4.74 (d, J=1.8 Hz, 1H), 4.61 (s, 1H), 2.69 (s, 2H), 2.68-2.48 (m, 4H), 2.33-2.25 (m, 1H), 2.14 (dd, J=17.9, 6.7 Hz, 1H), 1.99-1.83 (m, 2H), 1.77-0.81 (m, 19H), 1.70 (s, 3H), 1.45 (s, 9H), 1.16 (s, 3H), 1.09 (s, 3H), 1.08 (s., 3H), 1.00 (s, 3H), 0.86 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08906889B2
Source datasetuspto-grants-2014_12
ORD IDord-5f15f31e2b8048648a16062711f11191
Source noteuspto-grants-2014_12