HuagongsheHuagongshe Chemistry Print Report · For research reference only
Morpholine → 4-(N-t-butoxycarbonyl-N-methyl-beta-alanyl)morpholine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 3-(Methylamino)propanoic acid, N-BOC protected | HCID 2760952 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-(N-t-butoxycarbonyl-N-methyl-beta-alanyl)morpholine | HCID 19753771 | 99.5% |
Reaction Steps
To a mixture of N-t-butoxycarbonyl-N-methyl-β-alanine (1.02 g) and morpholine (0.48 g) in dry methylene chloride was added N-ethyl-N'-(3-dimethylaminopropyl)carbodiimide hydrochloride (1.05 g), and the mixture was stirred at ambient temperature overnight. After evaporation of the solvent, the residue was dissolved in ethyl acetate. The solution was washed with 1% citric acid aqueous solution, saturated sodium bicarbonate solution, and saturated sodium chloride solution. Then the solution was dried over magnesium sulfate and concentrated under reduced pressure to give 4-(N-t-butoxycarbonyl-N-methyl-β-alanyl)morpholine (1.36 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05142048 |
| Source dataset | uspto-grants-1992_08 |
| ORD ID | ord-b65d11e65bff4b70a80e9093c36dce9d |
| Source note | uspto-grants-1992_08 |