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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2104313Generated: October 29, 2026

Water → (1-Aminocyclobut-1-yl)acetic acid, N-BOC protected

https://huagongshe.com/reaction/2104313

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDiethyl EtherHCID 3283—
ReactantLithium HydroxideHCID 3939—
ReactantTert-butyl 2-oxo-1-azaspiro[3.3]heptane-1-carboxylateHCID 10608554—
SolventTetrahydrofuranHCID 8028—
Product(1-Aminocyclobut-1-yl)acetic acid, N-BOC protectedHCID 10751878—

Reaction Steps

An 1 N aqueous solution of lithium hydroxide (227 ml, 227 mmol) was added to a solution of 2-oxo-1-azaspiro[3.3]heptane-1-carboxylic acid tert-butylester (48 g, 0.227 mmol) in tetrahydrofuran (200 ml). The reaction mixture was stirred for 2 h. Diethyl ether (200 ml) and water (200 ml) were added. The mixture was stirred for 16 h. The organic layer was isolated. The aqueous phase was extracted with diethyl ether (200 ml). The aqueous phase was acidified with a 10% aqueous solution of sodium hydrogen sulfate until pH 3. The formed precipitation was filtered off, washed with water, and dried in vacuo, to give 38.84 g of (1-(tert-butoxycarbonylamino)cyclobutyl)acetic acid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07576062B2
Source datasetuspto-grants-2009_08
ORD IDord-e9bb8667c9064dc48adc204629e5d661
Source noteuspto-grants-2009_08