HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 4-[(S)-2-tert-Butoxycarbonylamino-4-(2H-tetrazol-5-yl)-butyryl]-piperazine-1-carboxylic acid butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | Butyl piperazine-1-carboxylate | HCID 21963126 | — |
| Reactant | (2S)-2-{[(tert-butoxy)carbonyl]amino}-4-(1H-1,2,3,4-tetrazol-5-yl)butanoic acid | HCID 66855300 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-[(S)-2-tert-Butoxycarbonylamino-4-(2H-tetrazol-5-yl)-butyryl]-piperazine-1-carboxylic acid butyl ester | HCID 66855086 | — |
Reaction Steps
To a solution of 500 mg (S)-2-tert-butoxycarbonylamino-4-(2H-tetrazol-5-yl)-butyric acid in 20 ml DMF were added 701 mg HATU, 457 μl DIPEA and 343 mg 1-butoxycarbonyl-piperazine. After 3 h the solution was concentrated, the residue obtained diluted with DCM and subsequently washed with aqueous LiCl (4%) and 0.1 M HCl. The organic layer was dried over MgSO4 and concentrated. Yield: 730 mg.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08669266B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-c5a220fd6418426ea84b175732e4fbe5 |
| Source note | uspto-grants-2014_03 |