HuagongsheHuagongshe Chemistry Print Report · For research reference only
tert-Butyl bromoacetate → Dimethyl (2s,3s,5s)-5-(2-tert-butoxy-2-oxoethoxy)-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-1,3-dicarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | tert-Butyl bromoacetate | HCID 79177 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | dimethyl(2S,3S,5S)-5-hydroxy-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-1,3-dicarboxylate | HCID 67304346 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Dimethyl (2s,3s,5s)-5-(2-tert-butoxy-2-oxoethoxy)-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-1,3-dicarboxylate | HCID 67303979 | — |
Reaction Steps
To a solution of dimethyl (2S,3S,5S)-5-hydroxy-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-1,3-dicarboxylate (50.0 mg, 0.000123 mol) in tetrahydrofuran (0.50 mL, 0.0062 mol) was added 1.00 M of potassium tert-butoxide in tetrahydrofuran (0.150 mL). After stirred at rt for 30 min, to the mixture was added bromo-acetic acid 1,1-dimethylethyl ester (0.0228 mL, 0.000154 mol). The resulting mixture was stirred at rt overnight and then concentrated to dry.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08853243B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-f1678fb6229b4bf6b96a8df698f5cc52 |
| Source note | uspto-grants-2014_10 |