HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 57936037, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate | HCID 151348 | — |
| Reactant | Glycine ethyl ester, hydrochloride | HCID 2723640 | — |
| Reactant | HCID 57936042 | HCID 57936042 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 57936037 | HCID 57936037 | 96% |
Reaction Steps
To a solution of 3-(4-chlorophenylamino)-3-methylbutanoic acid (1 g, 4.7 mmol) in CH2Cl2 (20 mL), was added BOP (2.07 g, 4.7 mmol), DIPEA (1.63 mL, 9.4 mmol) and glycine ethyl ester hydrochloride (0.79 g, 4.7 mmol). The mixture was stirred at rt overnight. The reaction was quenched with aq. NaHCO3, extracted with CH2Cl2, and the combined organic extracts were dried over Na2SO4 and concentrated. The residue was purified by flash column chromatography using 0-30% EtOAc in hexanes as eluent to give ethyl 2-(3-(4-chlorophenylamino)-3-methylbutanamido)acetate (1.34 g, 96% yield) as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08609664B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-597555365d14423dbd892ad9508087a5 |
| Source note | uspto-grants-2013_12 |