HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Naphthylalanine → (1S,5S)-(1-{5-[(4-Amino-benzenesulfonyl)-isobutyl-amino]-6-hydroxy-hexylcarbamoyl}-2-naphthalen-2-yl-ethyl)-carbamic Acid Methyl Ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Naphthylalanine | HCID 185915 | — |
| Reactant | 1-Naphthyl-L-alanine | HCID 2724883 | — |
| Reactant | 2-Methoxycarbonylamino-3-naphthalen-2-yl-propionic acid | HCID 18009002 | — |
| Reactant | (1S)-4-amino-N-(5-amino-1-hydroxymethyl-pentyl)-N-isobutyl-benzenesulfonamide | HCID 20595420 | — |
| Product | (1S,5S)-(1-{5-[(4-Amino-benzenesulfonyl)-isobutyl-amino]-6-hydroxy-hexylcarbamoyl}-2-naphthalen-2-yl-ethyl)-carbamic Acid Methyl Ester | HCID 513951 | — |
Reaction Steps
The title compound was prepared from (1S)-4-amino-N-(5-amino-1-hydroxymethyl-pentyl)-N-isobutyl-benzenesulfonamide (XII) (example 28, step D) as described in general procedure B using L-2-naphthylalanine. The L-2-naphthylalanine was initially transformed into its 2-methoxycarbonylamino-3-naphthalen-2-yl-propionic acid derivative following the procedure used for L-1-naphthylalanine (example 28, step E). The final product was obtained in 41% yield (165 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06632816B1 |
| Source dataset | uspto-grants-2003_10 |
| ORD ID | ord-f38393835beb47b6821c390ed09840a3 |
| Source note | uspto-grants-2003_10 |