(S)-2-amino-3-(3-bromo-4-fluoro-phenyl)-propionic acid methyl ester hydrochloride → (S)-3-(3-Bromo-4-fluoro-phenyl)-2-[2-(2,6-difluoro-benzenesulfonylamino)-4-iodo-benzoylamino]-propionic acid methyl ester

Participants

Role	Name	HCID	Charge
Reactant	(S)-2-amino-3-(3-bromo-4-fluoro-phenyl)-propionic acid methyl ester hydrochloride	HCID 68768499	—
Reactant	2-[[(2,6-difluorophenyl)sulfonyl]amino]-4-iodoBenzoic acid	HCID 68773651	—
Product	(S)-3-(3-Bromo-4-fluoro-phenyl)-2-[2-(2,6-difluoro-benzenesulfonylamino)-4-iodo-benzoylamino]-propionic acid methyl ester	HCID 58999915	—

Reaction Steps

2-(2,6-Difluoro-benzenesulfonylamino)-4-iodo-benzoic acid was coupled to (S)-2-amino-3-(3-bromo-4-fluoro-phenyl)-propionic acid methyl ester hydrochloride as in EXAMPLE 1, Part C, to afford the title compound. HPLC: RT=10.54 min. MS (ESI+): mass calcd. for C23H17BrF3IN2O5S, 697.26; m/z found, 697/699 [M+H]+. 1H NMR (500 MHz, CDCl3): 11.37 (s, 1H), 8.11 (d, J=1.4, 1H), 7.55-7.44 (m, 1H), 7.40 (dd, J=8.3, 1.4, 1H), 7.27-7.26 (m, 1H), 7.09-7.04 (m, 2H), 7.02-6.96 (m, 3H), 6.63 (d, J=6.8, 1H), 4.98 (q, J=5.6, 1H), 3.81 (s, 3H), 3.27-3.13 (m, 2H).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07297816B2
Source dataset	uspto-grants-2007_11
ORD ID	ord-1261558f7f9640b9b85fbae1b02ed22a
Source note	uspto-grants-2007_11