HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Methylmorpholine → Ethyl 3-(2-{(tert-butoxycarbonyl)amino}acetylamino)propionate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | N-(tert-butoxycarbonyl)glycine | HCID 78288 | — |
| Reactant | beta-Alanine, ethyl ester, hydrochloride | HCID 458475 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Ethyl 3-(2-{(tert-butoxycarbonyl)amino}acetylamino)propionate | HCID 21893946 | 62% |
Reaction Steps
A solution of β-alanine ethyl ester hydrochloride salt (5) (3.07 g; 0.02 mmol), N-(tertbutoxycarbonyl)glycine (3.5 g; 0.02 mmol), DCCI (4.12 g; 0.02 mmol) and 4-methylmorpholine (2.2 ml) in dichloromethane (60 ml) was stirred overnight under argon atmosphere at ambient temperature. After filtration the residue was purified by flash chromatography eluting with dichloromethane/ethanol (96/4) to give ethyl 3-[(2-tertbutoxycarbonylaminoacetyl)amino]propanoate (6).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07135502B1 |
| Source dataset | uspto-grants-2006_11 |
| ORD ID | ord-a2f12b02ca7c40afb4b1912884e48d63 |
| Source note | uspto-grants-2006_11 |