HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 131730880, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | Glycine ethyl ester, hydrochloride | HCID 2723640 | — |
| Reactant | N-tert-Butoxycarbonyl-L-threonine | HCID 2724766 | — |
| Reactant | HCID 178418300 | HCID 178418300 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 131730880 | HCID 131730880 | 85.4% |
Reaction Steps
Boc-threonine (produced by Wako Pure Chemical Industries Ltd.) (11.0 g, 50 mmol) and glycine ethyl ester hydrochloride (produced by Wako Pure Chemical Industries Ltd.) (8.4 g, 60 mmol) were dissolved in dichloromethane (250 mL). After triethylamine (8.4 mL, 60 mmol), N,N′-dicyclohexylcarbodiimide (DCC, 12.4 g, 60 mmol) and hydroxybenzotriazole (9.2 g, 60 mmol) were further added thereto, the mixture was reacted at room temperature for overnight with stirring. After completion of the reaction, reaction mixture was filtered, and then the filtrate was extracted with ethyl acetate. The extract was concentrated under reduced pressure, and the product was crystallized from hexane, to obtain Boc-Thr-Gly-OEt (1) (13.0 g) (yield; 85.1%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08546072B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-925a704b3637401baa0a658294062243 |
| Source note | uspto-grants-2013_10 |