HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → N-[(Benzhydryl-methyl-carbamoyl)-methyl]-3-phenyl-propionamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Phenylpropionylglycine | HCID 152323 | — |
| Reactant | N-(Diphenylmethyl)methylamine | HCID 411467 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | N-[(Benzhydryl-methyl-carbamoyl)-methyl]-3-phenyl-propionamide | HCID 59689161 | 46% |
Reaction Steps
A solution of 2.0 mmol N-(diphenylmethyl)methylamine, 2.0 mmol (3-phenyl-propionylamino)-acetic acid (CA [56613-60-6]) and 6.0 mmol DIPEA in 10 ml of acetonitrile was treated with 2.2 mmol of TBTU. After 2 hours at room temperature, the reaction mixture was concentrated, diluted with water and extracted 3 times with ethyl acetate. The organic phase was dried and the residue purified by chromatography (SiO2; dichloromethane/methanol) to give the title compound as a slightly yellowish solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07964645B2 |
| Source dataset | uspto-grants-2011_06 |
| ORD ID | ord-2fdbd749bb1c4520a0a2f62ab91029ef |
| Source note | uspto-grants-2011_06 |