tert-Butyl isoleucinate--hydrogen chloride (1/1) → HCID 68860208, compound

HRID 1370924Notes

Reaction equation

HRID 1370924 reaction equation
[CH2:1]([N:8]([CH2:21][C:22]1[CH:40]=[CH:39][C:25]([O:26][C:27]2[CH:32]=[CH:31][C:30](CCCC(O)=O)=[CH:29][CH:28]=2)=[CH:24][CH:23]=1)[C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([NH:15][S:16]([CH3:19])(=[O:18])=[O:17])[C:10]=1[CH3:20])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:41][C@H:42]([C:47]([O:49]C(C)(C)C)=[O:48])[C@H:43]([CH2:45][CH3:46])[CH3:44].Cl>>[CH2:1]([N:8]([CH2:21][C:22]1[CH:23]=[CH:24][C:25]([O:26][C:27]2[CH:32]=[CH:31][C:30]([CH2:22][CH2:23][CH2:24][C:25]([NH:41][C@H:42]([C:47]([OH:49])=[O:48])[C@H:43]([CH2:45][CH3:46])[CH3:44])=[O:26])=[CH:29][CH:28]=2)=[CH:39][CH:40]=1)[C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([NH:15][S:16]([CH3:19])(=[O:18])=[O:17])[C:10]=1[CH3:20])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 11687228tert-Butyl isoleucinate--hydrogen chloride (1/1)HCID 185122134-(4-{4-[(benzyl{2-methyl-3-[(methylsulfonyl)amino]phenyl}amino)methyl]phenoxy}phenyl)butanoic Acid

Product 1

HCID 68860208HCID 68860208, compound

Procedure

The product from Example 100 (56 mg, 0.1 mmole) and H-Ile-OtBu HCl (45 mg, 0.2 mmole) were processed as in Example 213A-B to provide the title compound. 1H NMR (500 MHz, DMSO-d6) δ11.81-12.98 (br.s, 1 H), 8.95 (s, 1 H), 7.93 (d, 1 H), 7.26 (m, 6 H), 7.18 (m, 3 H), 7.04 (t, 1 H), 6.96 (m, 2 H), 6.88 (d, 4 H), 4.19 (dd, 1 H), 4.05 (s, 2 H), 4.02 (s, 2 H), 2.91 (s, 3 H), 2.53 (t, 2 H), 2.39 (s, 3 H), 2.18 (m, 2 H), 1.76 (m, 3 H), 1.39 (m, 1 H), 1.20 (m, 1 H), 0.83 (m, 6 H); MS (APCI+) m/z 673 (M+H)+.

Sources & evidence

ORD record
ord-5c8dcf5bcd424dcc98c3b835fec7e5d5
Source dataset
uspto-grants-2003_06
Patent number
US06583180B2

Reaction notes

Loading…