HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Aminoquinoline → (2S)-2-[isobutyl(p-tolylsulfonyl)amino]-6-[[2-(3-quinolylamino)acetyl]amino]hexanoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Aminoquinoline | HCID 11375 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Nalpha-isobutyl-Nalpha-(4-methylbenzenesulfonyl)-Nepsilon-iodoacetyl-L-lysine | HCID 86589941 | — |
| Product | (2S)-2-[isobutyl(p-tolylsulfonyl)amino]-6-[[2-(3-quinolylamino)acetyl]amino]hexanoic acid | HCID 508635 | — |
Reaction Steps
The title compound was prepared from Nα-isobutyl-Nα-(4-methylbenzenesulfonyl)-Nε-iodoacetyl-L-lysine (200 mg, 0.38 mmol, example 105, step B) by following the indications of general procedure H using DIEA (0.19 mL, 1.09 mmol) and 3-aminoquinoline (260 mg, 1.80 mmol). The crude material was purified by preparative HPLC. The product was isolated as a solid (24 mg, 12% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06677367B2 |
| Source dataset | uspto-grants-2004_01 |
| ORD ID | ord-404e4c5418964e32b3959c4219998b98 |
| Source note | uspto-grants-2004_01 |