HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lithium Hydroxide → 3-(1-TERT-BUTOXYCARBONYLPIPERAZIN-4-YL)PROPIONIC ACID
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | Tert-butyl 4-(3-ethoxy-3-oxopropyl)piperazine-1-carboxylate | HCID 23000690 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | Ammonia | HCID 222 | 10% |
| Product | 3-(1-TERT-BUTOXYCARBONYLPIPERAZIN-4-YL)PROPIONIC ACID | HCID 2735644 | 132.2% |
Reaction Steps
1N Aqueous lithium hydroxide (15.6 ml) was added to a solution of tert-butyl 4-(3-ethoxy-3-oxopropyl)-1-piperazinecarboxylate (2.23 g) [see Preparation 89] in ethanol (95 ml). The reaction mixture was stirred for 18 hrs at room temperature, after which time the solvent was removed under reduced pressure. The crude product was purified by column chromatography on reverse phase MCI gel eluting with 1:1, acetonitrile:water and further purified on Dowex 50W-X8-100 ion-exchange resin eluting with water and then 10% ammonia to afford 3-[4-(tert-butoxycarbonyl)piperazino]propanoic acid (1.33 g) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06610707B1 |
| Source dataset | uspto-grants-2003_08 |
| ORD ID | ord-6d7d970f34cd4be3a29bda963457bfad |
| Source note | uspto-grants-2003_08 |