HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 131736781, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 2733084 | — |
| Reactant | N-[(1,1-Dimethylethoxy)carbonyl]-N-ethyl-L-alanine | HCID 71423142 | — |
| Reactant | HCID 90082408 | HCID 90082408 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 131736781 | HCID 131736781 | 80.1% |
Reaction Steps
To a rt solution of (3S,4S)-3-amino-4-methyl-1-((2-methylnaphthalen-1-yl)methyl)-5-(2-(methylsulfonyl)acetyl)-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepine-7-carbonitrile hydrochloride (100 mg, 190 μmol) in DMF (632 μl) was added (S)-2-(tert-butoxycarbonyl(ethyl)amino)propanoic acid (45.3 mg, 209 μmol), N,N-diisopropylethylamine (131 μl, 759 μmol), and HBTU (79.2 mg, 209 μmol). The reaction was stirred at rt for 30 min, then purified by reverse phase preparative HPLC to provide tert-butyl(S)-1-((3S,4S)-7-cyano-4-methyl-1-((2-methylnaphthalen-1-yl)methyl)-5-(2-(methylsulfonyl)acetyl)-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepin-3-ylamino)-1-oxopropan-2-yl(ethyl)carbamate (105 mg, 80%) as a white solid. MS m/z 712 (MNa)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09422331B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-5ed6c04f1a4d48b6be22815de7a21162 |
| Source note | uspto-grants-2016_08 |