HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-(tert-butoxycarbonyl)glycine → ({[(4-Chloro-phenyl)-phenyl-methyl]-carbamoyl}-methyl)-carbamic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-(tert-butoxycarbonyl)glycine | HCID 78288 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Reactant | 4-Chlorobenzhydrylamine hydrochloride | HCID 16219096 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | ({[(4-Chloro-phenyl)-phenyl-methyl]-carbamoyl}-methyl)-carbamic acid tert-butyl ester | HCID 59689146 | 84% |
Reaction Steps
A suspension of 7.9 mmol C-(4-chloro-phenyl)-C-phenyl-methylamine hydrochloride (CA [5267-39-0]) in 100 ml acetonitrile was treated successively with 7.9 mmol N-tert.butyloxycarbonyl glycine, 39 mmol DIPEA and 8.7 mmol TBTU. After stirring for 1 hour at room temperature, the mixture was concentrated. Chromatography (SiO2; ethyl acetate/cyclohexane) yielded the title compound as a colorless solid. Yield=84%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07964645B2 |
| Source dataset | uspto-grants-2011_06 |
| ORD ID | ord-753e21f74ce84ee8b7762e65dc319521 |
| Source note | uspto-grants-2011_06 |