(2S)-2-{[(tert-butoxy)carbonyl]amino}-3-(4-iodophenyl)propanoic acid → HCID 131722644, compound

HRID 1067068Notes

Reaction equation

HRID 1067068 reaction equation
[C:1]([NH:8][C@H:9]([C:18]([OH:20])=O)[CH2:10][C:11]1[CH:16]=[CH:15][C:14]([I:17])=[CH:13][CH:12]=1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].[F:21][C:22]1[CH:27]=[CH:26][C:25]([CH2:28][CH2:29][NH:30][C:31](=[O:46])[C@H:32]([CH2:35][CH2:36][CH2:37][NH:38][C:39]([O:41][C:42]([CH3:45])([CH3:44])[CH3:43])=[O:40])[NH:33][CH3:34])=[CH:24][CH:23]=1>>[F:21][C:22]1[CH:23]=[CH:24][C:25]([CH2:28][CH2:29][NH:30][C:31](=[O:46])[C@H:32]([CH2:35][CH2:36][CH2:37][NH:38][C:39]([O:41][C:42]([CH3:44])([CH3:43])[CH3:45])=[O:40])[N:33]([C:18](=[O:20])[C@H:9]([CH2:10][C:11]2[CH:12]=[CH:13][C:14]([I:17])=[CH:15][CH:16]=2)[NH:8][C:1]([O:3][C:4]([CH3:5])([CH3:6])[CH3:7])=[O:2])[CH3:34])=[CH:26][CH:27]=1

Participants

3

Reactant 2

HCID 2755956(2S)-2-{[(tert-butoxy)carbonyl]amino}-3-(4-iodophenyl)propanoic acidHCID 131722643HCID 131722643, compound

Product 1

HCID 131722644HCID 131722644, compound

Procedure

Boc-4-iodophenylalanine and Nδ-Boc-Nα-methylornithine 2-(4-fluorophenyl)ethylamide were coupled by Procedure D: 1H NMR (400 MHz, CDCl3) δ1.38-1.51 (m, 20H), 1.82 (m, 1H), 1.90 (m, 1H), 2.78 (s, 3H), 2.80-2.97 (m, 4H), 3.00-3.17 (m, 2H), 3.28-3.44 (m, 2H), 4.63 (m, 1H), 4.97 (m, 1H), 6.94-6.99 (m, 4H), 7.11 (m, 1H), 7.18 (m, 1H), 7.58 (d, 1H), and 7.63 (dd, 1H).

Sources & evidence

ORD record
ord-f4b66cb9604e41c18fed3b66421994e2
Source dataset
uspto-grants-2001_06
Patent number
US06245746B1

Reaction notes

Loading…