Iodine → HCID 70150708, compound

HRID 990029Notes

Reaction equation

HRID 990029 reaction equation
[C:1]([CH2:4][N:5]([CH2:41][C:42]([OH:44])=[O:43])[CH2:6][CH2:7][N:8]([CH2:30][CH2:31][N:32]([CH2:37][C:38]([OH:40])=[O:39])[CH2:33][C:34]([OH:36])=[O:35])[C@H:9]([C:27]([OH:29])=[O:28])[CH2:10][C:11]1[CH:16]=[C:15]([Br:17])[C:14]([O:18][C:19]2[CH:24]=[CH:23][C:22](O)=[CH:21][CH:20]=2)=[C:13]([Br:26])[CH:12]=1)([OH:3])=[O:2].[I:45]I>>[C:1]([CH2:4][N:5]([CH2:41][C:42]([OH:44])=[O:43])[CH2:6][CH2:7][N:8]([CH2:30][CH2:31][N:32]([CH2:37][C:38]([OH:40])=[O:39])[CH2:33][C:34]([OH:36])=[O:35])[C@H:9]([C:27]([OH:29])=[O:28])[CH2:10][C:11]1[CH:16]=[C:15]([Br:17])[C:14]([O:18][C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([I:45])[CH:20]=2)=[C:13]([Br:26])[CH:12]=1)([OH:3])=[O:2]

Participants

3

Reactant 2

HCID 807IodineHCID 59913583HCID 59913583, compound

Product 1

HCID 70150708HCID 70150708, compoundYield 61%

Procedure

N,N-Bis[2-[bis(carboxymethyl)amino]ethyl]-3,5-dibromo-O-(4-hydroxyphenyl)-L-tyrosine, prepared according to Example 13 Step A, was monoiodinated in the outer ring with I2/KI at room temperature. The solution was concentrated, then acidified to pH 1 with 37% HCl and purified by preparative HPLC. Yield 61%.

Workup

  1. concentrationThe solution was concentrated
  2. custompurified by preparative HPLC

Sources & evidence

ORD record
ord-23a1865e5e31494e82f7dc590f4e154e
Source dataset
uspto-grants-2002_10
Patent number
US06458337B1

Reaction notes

Loading…