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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | HCID 58293293 | HCID 58293293 | — |
| Catalyst | HCID 178418390 | HCID 178418390 | — |
| Solvent | MeOH tetrahydrofuran | HCID 21899815 | — |
| Product | Tert-butyl 3,3-difluoro-1,6-diazaspiro[3.4]octane-6-carboxylate | HCID 58293289 | 81.9% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08609647B2 |
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| Source dataset | uspto-grants-2013_12 |
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| ORD ID | ord-c2be502d5a74482d8c3148741bf3884d |
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| Source note | uspto-grants-2013_12 |
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