HuagongsheHuagongshe Chemistry Print Report · For research reference only
(2S)-2-amino-3-{4-[2-(5-methyl-2-phenyl-1,3oxazol-4-yl)ethoxy]phenyl}propanoic acid → (2S)-2-{[(Z)-3-(2,3-difluorophenyl)-1-methyl-3-oxo-1-propenyl]amino}-3-{4-[2-(5-methyl-2-phenyl-1,3-oxazol-4-yl)ethoxy]phenyl}propanoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (2S)-2-amino-3-{4-[2-(5-methyl-2-phenyl-1,3oxazol-4-yl)ethoxy]phenyl}propanoic acid | HCID 18343040 | — |
| Reactant | HCID 18376318 | HCID 18376318 | — |
| Product | (2S)-2-{[(Z)-3-(2,3-difluorophenyl)-1-methyl-3-oxo-1-propenyl]amino}-3-{4-[2-(5-methyl-2-phenyl-1,3-oxazol-4-yl)ethoxy]phenyl}propanoic acid | HCID 69835691 | — |
Reaction Steps
The title compound was prepared (as described above for the preparation of Example 12) from 120 mg (0.33 mmol) of Intermediate 45 and 59 mg (0.33 mmol) of Intermediate 40 to yield 32 mg (18% yield) of Example 38: TLC (DCM/MeOH (4:1): Rf=0.72; 1H NMR (DMSO-d6, 300 MHz) δ11.43 (d, 1H, J=9.8), 7.97 (m, 2H), 7.56 (m, 5 h), 7.28 (m, 1H), 7.19 (d, 2H, J=8.0) 6.91 (d, 2H, J=8.0), 5.34 (s, 1H), 4.21 (m, 3H), 3.21 (m, 2H), 2.98 (t, 2H, J=6.6), 2.84 9 m, 1H), 2.40 (s, 3H), 1.78 (s, 3H); low resolution MS (ES+)m/e 547 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06498174B1 |
| Source dataset | uspto-grants-2002_12 |
| ORD ID | ord-afe9ee0aa7b34a28b69541c64004f76d |
| Source note | uspto-grants-2002_12 |