HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-[(1S)-2-[[(5S)-5-[(4-amino-3-chloro-phenyl)sulfonyl-isobutyl-amino]-6-hydroxy-hexyl]amino]-1-(1-naphthylmethyl)-2-oxo-ethyl]morpholine-4-carboxamide → (1S,5S)-(1-{5-[(4-Amino-benzenesulfonyl)-isobutyl-amino]-6-hydroxy-hexylcarbamoyl}-2-biphenyl-4-yl-ethyl)-carbamic Acid tert-Butyl Ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-[(1S)-2-[[(5S)-5-[(4-amino-3-chloro-phenyl)sulfonyl-isobutyl-amino]-6-hydroxy-hexyl]amino]-1-(1-naphthylmethyl)-2-oxo-ethyl]morpholine-4-carboxamide | HCID 513966 | — |
| Reactant | N-alpha-t-Butyloxycarbonyl-L-biphenylalanine (Boc-L-Bip-OH) | HCID 2761796 | — |
| Product | (1S,5S)-(1-{5-[(4-Amino-benzenesulfonyl)-isobutyl-amino]-6-hydroxy-hexylcarbamoyl}-2-biphenyl-4-yl-ethyl)-carbamic Acid tert-Butyl Ester | HCID 513981 | — |
Reaction Steps
The title compound was prepared from the amine, (1S)-4-amino-N-(5-amino-1-hydroxymethyl-pentyl)-N-isobutyl-benzenesulfonamide (XII) (example 28, step D), and the acid, (2S)-3-biphenyl-4-yl-2-tert-butoxycarbonylamino-propionic acid, as described in general procedure E. The final product was obtained in 67% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06632816B1 |
| Source dataset | uspto-grants-2003_10 |
| ORD ID | ord-df5e54123e0a42f79467362023148766 |
| Source note | uspto-grants-2003_10 |