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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 876055Generated: October 25, 2026

Hydrochloric Acid → 9H-fluoren-9-ylmethyl-9-(phenylmethyl)-1-oxa-4,9-diazaspiro[5,5]undecane-4-carboxylate

https://huagongshe.com/reaction/876055

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant9-Fluorenylmethyl chloroformateHCID 34367—
ReactantSodium BicarbonateHCID 516892—
Reactant9-Benzyl-1-oxa-4,9-diazaspiro[5.5]undecaneHCID 35753744—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
Product9H-fluoren-9-ylmethyl-9-(phenylmethyl)-1-oxa-4,9-diazaspiro[5,5]undecane-4-carboxylateHCID 5829967222.5%

Reaction Steps

To a solution of compound 402 (2.81 g, 11.4 mmol) in 1,4-dioxane (53 mL) was added 10% sodium bicarbonate in water (21.5 mL) followed by 9-fluorenylmethyl chloroformate (2.96 g, 11.4 mmol). The resulting mixture was stirred at room temperature for four hours, and then neutralized with 3N HCl. The solution was concentrated to a solid and then purified by flash chromatography (0-10% methanol in DCM with 1% NH4OH) to give compound 403 as a white solid (1.2 g, 22.5%). LCMS-ESI (POS), M/Z, M+1: Found 469.1, Calculated 469.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08980903B2
Source datasetuspto-grants-2015_03
ORD IDord-3e4f2ae7015d49cfa9d81488bc567662
Source noteuspto-grants-2015_03