HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Naphthylalanine → N-[(1S)-2-[[(5S)-6-hydroxy-5-[isobutyl-(4-methoxyphenyl)sulfonyl-amino]hexyl]amino]-1-(2-naphthylmethyl)-2-oxo-ethyl]morpholine-4-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Naphthylalanine | HCID 185915 | — |
| Reactant | (2s)-2-[(Morpholine-4-carbonyl)-amino]-3-naphthalen-1-yl-propionic acid | HCID 12986165 | — |
| Reactant | (1S)-N-(5-amino-1-hydroxymethyl-pentyl)-N-isobutyl-4-methoxy-benzenesulfonamide | HCID 67531312 | — |
| Reactant | (2s)-2-[(Morpholine-4-carbonyl)-amino]-3-naphthalen-2-yl-propionic acid | HCID 67532430 | — |
| Product | N-[(1S)-2-[[(5S)-6-hydroxy-5-[isobutyl-(4-methoxyphenyl)sulfonyl-amino]hexyl]amino]-1-(2-naphthylmethyl)-2-oxo-ethyl]morpholine-4-carboxamide | HCID 513957 | — |
| Product | (2s)-2-[(Morpholine-4-carbonyl)-amino]-3-naphthalen-2-yl-propionic acid | HCID 67532430 | — |
Reaction Steps
This derivative was prepared from (1S)-N-(5-amino-1-hydroxymethyl-pentyl)-N-isobutyl-4-methoxy-benzenesulfonamide (XII) (this example, step B) as described in general procedure B using (2S)-2-[(morpholine4-carbonyl)-amino]-3-naphthalen-2-yl-propionic acid. The (2S)-2-[(morpholine-4-carbonyl)-amino]-3-naphthalen-2-yl-propionic acid derivative was prepared from L-2-naphthylalanine as described for the preparation of (2S)-2-[(morpholine-4-carbonyl)-amino]-3-naphthalen-1-yl-propionic acid (example 32, step A). The final product was obtained in 46% yield (47 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06632816B1 |
| Source dataset | uspto-grants-2003_10 |
| ORD ID | ord-0ec28620ed0e4090b06bfa68c59b064d |
| Source note | uspto-grants-2003_10 |