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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1477392Generated: November 3, 2026

Methyl chloroformate → 7-(tert-Butyl) 5-Methyl (6S,7S)-6-(4-Phenylpiperazine-1-carbonyl)-5-azaspiro[2.5]octane-5,7-dicarboxylate

https://huagongshe.com/reaction/1477392

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl chloroformateHCID 6586—
ReactantDiisopropylethylamineHCID 81531—
Reactanttert-butyl (6S,7S)-6-(4-phenylpiperazine-1-carbonyl)-5-azaspiro[2.5]octane-7-carboxylateHCID 67006279—
SolventDiethyl EtherHCID 3283—
SolventAcetonitrileHCID 6342—
Product7-(tert-Butyl) 5-Methyl (6S,7S)-6-(4-Phenylpiperazine-1-carbonyl)-5-azaspiro[2.5]octane-5,7-dicarboxylateHCID 86630267—

Reaction Steps

Methyl chloroformate (55 μL, 700 μL) was added to a solution of tert-butyl(6S,7S)-6-[(4-phenylpiperazin-1-yl)carbonyl]-5-azaspiro[2.5]octane-7-carboxylate (248.4 mg, 0.62 mmol) and di-isopropylethylamine (0.70 mmol, 0.125 mL) in 5 mL acetonitrile. The mixture was stirred at RT for 3 h. Solvent was removed to afford a residue which was dissolved in ethyl ether (15 mL), washed with water (3×2 mL) and dried over Na2SO4. The solution was filtered and concentrated to afford 281 mg of the 7-tert-butyl 5-methyl(6S,7S)-6-[(4-phenylpiperazin-1-yl)carbonyl]-5-azaspiro[2.5]octane-5,7-dicarboxylate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09403775B2
Source datasetuspto-grants-2016_08
ORD IDord-69580a52110647b295135762eab871ed
Source noteuspto-grants-2016_08