HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → N2-(tert-butoxycarbonyl)-N1-[(1S)-1-({[5-chloro-2-(1H-tetraazol-1-yl)benzyl]amino}carbonyl)propyl]-4-methyl-D-leucinamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HOAt | HCID 181649 | — |
| Reactant | (R)-2-((tert-Butoxycarbonyl)amino)-4,4-dimethylpentanoic acid | HCID 7021114 | — |
| Reactant | (2S)-2-amino-N-[5-chloro-2-(1H-tetraazol-1-yl)benzyl]butanamide | HCID 69656202 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N2-(tert-butoxycarbonyl)-N1-[(1S)-1-({[5-chloro-2-(1H-tetraazol-1-yl)benzyl]amino}carbonyl)propyl]-4-methyl-D-leucinamide | HCID 86591820 | — |
Reaction Steps
A mixture of Boc-D-tert-butyl-alanine (74 mg, 0.30 mmol), (2S)-2-amino-N-[5-chloro-2-(1H-tetraazol-1-yl)benzyl]butanamide (99 mg, 0.30 mmol), HOAt (41 mg, 0.30 mmol), EDC (86 mg, 0.45 mmol), and Et3N (42 μL, 0.30 mmol) in DMF (1.0 mL) was stirred at rt overnight. A small amount of MeOH was added to aid in dissolution. Solvent was removed in vacuo to give the title compound, which was carried on directly to deprotection. LCMS (M+H): 522.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07144899B2 |
| Source dataset | uspto-grants-2006_12 |
| ORD ID | ord-acd2cd67f787479b926c206881182763 |
| Source note | uspto-grants-2006_12 |