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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 79837Generated: October 26, 2026

Hydrochloric Acid → 5-[(Benzyloxy)carbonyl]-5-azaspiro[2.4]heptane-6-carboxylic acid

https://huagongshe.com/reaction/79837

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantLithium HydroxideHCID 3939—
ReactantO5-benzyl O6-methyl 5-azaspiro[2.4]heptane-5,6-dicarboxylateHCID 66620688—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
Product5-[(Benzyloxy)carbonyl]-5-azaspiro[2.4]heptane-6-carboxylic acidHCID 59610541—

Reaction Steps

5-Aza-spiro[2.4]heptane-5,6-dicarboxylic acid 5-benzyl ester 6-methyl ester (244 mg, 0.840 mmol) was dissolved in THF (2.0 mL)/MeOH (1.5 mL). An aqueous solution of LiOH (35.5 mg, 0.84 mmol) was added and stirring at room temperature was continued. After 3 hours, the reaction was neutralized with aqueous HCl (1M) and the organic solvents were removed in vacuo. The crude mixture was diluted with water and EtOAc and the organic layer was collected. All volatiles were removed in vacuo and the crude acid was used without further purification. LCMS-ESI+: calc'd for C15H17NO4: 275.3 (M+). Found: 276.3 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08841278B2
Source datasetuspto-grants-2014_09
ORD IDord-1bad62a3442f4fb5be84b0db1e00f7aa
Source noteuspto-grants-2014_09