HuagongsheHuagongshe Chemistry Print Report · For research reference only
L-Phenylalanine → N-[(1S)-1-[[(5S)-5-[(4-aminophenyl)sulfonyl-isobutyl-amino]-6-hydroxy-hexyl]carbamoyl]-2,2-diphenyl-ethyl]morpholine-4-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | L-Phenylalanine | HCID 6140 | — |
| Reactant | 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 | — |
| Reactant | (2s)-2-[(Morpholine-4-carbonyl)-amino]-3-naphthalen-1-yl-propionic acid | HCID 12986165 | — |
| Reactant | (2s)-2-[(Morpholine-4-carbonyl)-amino]-3,3-diphenyl-propionic acid | HCID 12986168 | — |
| Product | N-[(1S)-1-[[(5S)-5-[(4-aminophenyl)sulfonyl-isobutyl-amino]-6-hydroxy-hexyl]carbamoyl]-2,2-diphenyl-ethyl]morpholine-4-carboxamide | HCID 513962 | — |
| Product | (2s)-2-[(Morpholine-4-carbonyl)-amino]-3,3-diphenyl-propionic acid | HCID 12986168 | — |
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 (2S)-2-[(morpholine-4-carbonyl)-amino]-3,3-diphenyl-propionic acid. The (2S)-2-[(morpholine-4-carbonyl)-amino]-3,3-diphenyl-propionic acid derivative was prepared from L-diphenylalanine 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 28% yield (14 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06632816B1 |
| Source dataset | uspto-grants-2003_10 |
| ORD ID | ord-f11c1298ee324b6f986cf29f9955be80 |
| Source note | uspto-grants-2003_10 |