HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 7-(tert-Butyl) 5-Methyl (6S,7S)-6-(4-Phenylpiperazine-1-carbonyl)-5-azaspiro[2.5]octane-5,7-dicarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | tert-butyl (6S,7S)-6-(4-phenylpiperazine-1-carbonyl)-5-azaspiro[2.5]octane-7-carboxylate | HCID 67006279 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 7-(tert-Butyl) 5-Methyl (6S,7S)-6-(4-Phenylpiperazine-1-carbonyl)-5-azaspiro[2.5]octane-5,7-dicarboxylate | HCID 86630267 | 198.1% |
Reaction Steps
Methyl chlorofomate (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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08637497B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-050ba8fa262c40059cc5d48375af4838 |
| Source note | uspto-grants-2014_01 |