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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1912412Generated: October 31, 2026

HCID 58293293, compound → Tert-butyl 3,3-difluoro-1,6-diazaspiro[3.4]octane-6-carboxylate

https://huagongshe.com/reaction/1912412

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 58293293HCID 58293293—
CatalystHCID 178418390HCID 178418390—
SolventMeOH tetrahydrofuranHCID 21899815—
ProductTert-butyl 3,3-difluoro-1,6-diazaspiro[3.4]octane-6-carboxylateHCID 5829328981.9%

Reaction Steps

To a solution of an optically-active compound of 3,3-difluoro-1,6-diazaspiro[3,4]octane-1,6-dicarboxylic acid 1-benzyl ester 6-tert-butyl ester (397 mg) in methanol/tetrahydrofuran (3.2 ml/3.2 ml) was added 10% palladium carbon (79 mg), and the mixture was hydrogenated at room temperature under ordinary pressure for 14 hours. The mixture was filtered through Celite, and the filtrate was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (eluent: chloroform/acetone=4/1 to 2/1). The fractions which could not be separated and isolated were concentrated under reduced pressure, and the resulting residue was purified by silica gel column chromatography (eluent: chloroform/acetone=2/1 to 1/1) again. The purified fractions were combined and concentrated under reduced pressure to give the titled compound (211 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08609647B2
Source datasetuspto-grants-2013_12
ORD IDord-c2be502d5a74482d8c3148741bf3884d
Source noteuspto-grants-2013_12