HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → HCID 69656037, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | HOAt | HCID 181649 | — |
| Reactant | (2R)-2-Cyclohexyl-N-[(1,1-dimethylethoxy)carbonyl]glycyl-L-proline | HCID 9975432 | — |
| Reactant | HCID 21866199 | HCID 21866199 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 69656037 | HCID 69656037 | — |
Reaction Steps
To a stirred solution of 5-chloro-2-(1,2,5-thiadiazol-3-yl)benzylammonium trifluoroacetate (40.9 mg, 0.13 mmol), 1-{(2R)-2-[(tert-butoxycarbonyl)amino]-2-cyclohexylethanoyl}-L-proline (prepared by standard peptide coupling protocols, 45.0 mg, 0.13 mmol), HOAt (22.5 mg, 0.17 mmol) and N-methylmorpholine (0.03 mL, 0.25 mmol) in DMF (0.5 mL) was added EDC (31.7 mg, 0.17 mmol). After 16 h the solution was partitioned between EtOAc and water. The organic phase was washed with brine, dried (Na2SO4) and reduced in vacuo. 1-{(2R)-2-[(tert-Butoxycarbonyl)amino]-2-cyclohexylethanoyl}-N-[5-chloro-2-(1,2,5-thiadiazol-3-yl)benzyl]-L-prolinamide was obtained as an oil. MS m/z=562.6.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07144899B2 |
| Source dataset | uspto-grants-2006_12 |
| ORD ID | ord-b38a963f39c04bd2808272ab5bdb86c0 |
| Source note | uspto-grants-2006_12 |