HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Iodo-2-(quinoxaline-5-sulfonylamino)benzoic acid → (S)-3-(3,4-Dichloro-phenyl)-2-[4-iodo-2-(quinoxaline-5-sulfonylamino)-benzoylamino]-propionic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Iodo-2-(quinoxaline-5-sulfonylamino)benzoic acid | HCID 16090758 | — |
| Reactant | H-Phe(3,4-DiCl)-OMe.HCl | HCID 46735197 | — |
| Product | (S)-3-(3,4-Dichloro-phenyl)-2-[4-iodo-2-(quinoxaline-5-sulfonylamino)-benzoylamino]-propionic acid | HCID 58999863 | — |
Reaction Steps
4-Iodo-2-(quinoxaline-5-sulfonylamino)-benzoic acid was coupled with (S)-2-amino-3-(3,4-dichloro-phenyl)-propionic acid methyl ester hydrochloride as in Example 1, Part C. The resulting methyl ester was hydrolyzed as in EXAMPLE 2, Part E, to afford the title compound. HPLC: RT=10.05 min. MS (ESI−): mass calcd. for C24H17Cl2IN4O5S, 671.29; m/z found, 669/671 [M−H]−. 1H NMR (500 MHz, CDCl3): 10.86 (s, 1H), 9.01 (d, J=1.6, 1H), 8.92 (d, J=1.6, 1H), 8.55 (dd, J=7.3, 1.0, 1H), 8.32 (dd, J=8.5, 1.0, 1H), 8.08 (d, J=1.3, 1H), 7.91-7.88 (m, 1H), 7.34 (d, J=8.2, 1H), 7.30-7.24 (m, 2H), 6.98 (dd, J=8.2, 1.9, 1H), 6.88 (d, J=8.2, 1H), 6.38 (d, J=7.3, 1H), 4.90 (q, J=5.9, 1H), 3.28-3.12 (m, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07855292B2 |
| Source dataset | uspto-grants-2010_12 |
| ORD ID | ord-f8a880f30acb440ca1e1b808a56d69b7 |
| Source note | uspto-grants-2010_12 |