Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1053494Generated: November 2, 2026

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

https://huagongshe.com/reaction/1053494

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 603 (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 (1 M) 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 606 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 numberUS09393256B2
Source datasetuspto-grants-2016_07
ORD IDord-b9e4fe76d9df4274816e7400a3a614dd
Source noteuspto-grants-2016_07