HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Aminoimidazoline hydrochloride → tert-Butyl (2S)-2-(1-adamantylmethyloxycarbonylamino)-3-(4-(3-(4,5-dihydroimidazoi-2-ylcarbamoyl)propyloxy)phenyl)propionate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Aminoimidazoline hydrochloride | HCID 12797539 | — |
| Reactant | tert-butyl (2S)-2-(1-adamantylmethyloxycarbonylamino)-3-(4-(3-ethoxycarbonylpropyloxy)phenyl)propionate | HCID 15512209 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | tert-Butyl (2S)-2-(1-adamantylmethyloxycarbonylamino)-3-(4-(3-(4,5-dihydroimidazoi-2-ylcarbamoyl)propyloxy)phenyl)propionate | HCID 67633290 | 40% |
Reaction Steps
436 mg (0.8 mmol) of tert-butyl (2S)-2-(1-adamantylmethyloxycarbonylamino)-3-(4-(3-ethoxycarbonylpropyloxy)phenyl)propionate were added to a solution of 388 mg (3.2 mmol) of 2-amino-4,5-dihydroimidazole hydrochloride and 359 mg (3.2 mmol) of potassium tert-butoxide in 10 ml of DMF. The mixture was stirred overnight. After the reaction had ended, it was worked up analogously to Example 4c and chromatographed on silica gel using the same eluent mixture. 188 mg (0.32 mmol) of (5.1) were obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07348333B2 |
| Source dataset | uspto-grants-2008_03 |
| ORD ID | ord-a855078ce9fb4a82b0be8273e7176e97 |
| Source note | uspto-grants-2008_03 |