HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → (1-Aminocyclobut-1-yl)acetic acid, N-BOC protected
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | Tert-butyl 2-oxo-1-azaspiro[3.3]heptane-1-carboxylate | HCID 10608554 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (1-Aminocyclobut-1-yl)acetic acid, N-BOC protected | HCID 10751878 | — |
Reaction Steps
An 1 N aqueous solution of lithium hydroxide (227 ml, 227 mmol) was added to a solution of 2-oxo-1-azaspiro[3.3]heptane-1-carboxylic acid tert-butylester (48 g, 0.227 mmol) in tetrahydrofuran (200 ml). The reaction mixture was stirred for 2 h. Diethyl ether (200 ml) and water (200 ml) were added. The mixture was stirred for 16 h. The organic layer was isolated. The aqueous phase was extracted with diethyl ether (200 ml). The aqueous phase was acidified with a 10% aqueous solution of sodium hydrogen sulfate until pH 3. The formed precipitation was filtered off, washed with water, and dried in vacuo, to give 38.84 g of (1-(tert-butoxycarbonylamino)cyclobutyl)acetic acid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06919315B1 |
| Source dataset | uspto-grants-2005_07 |
| ORD ID | ord-70d70275243e4ab794d96cfb295abfb2 |
| Source note | uspto-grants-2005_07 |