3-Iodobenzyl bromide → HCID 10231138, compound

HRID 2250984Notes

Reaction equation

HRID 2250984 reaction equation
C[O:2][C:3](=[O:23])[CH:4]([NH:15]C(OC(C)(C)C)=O)[CH2:5][C:6]1[CH:11]=[C:10]([Br:12])[C:9]([OH:13])=[C:8]([Br:14])[CH:7]=1.Br[CH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[C:28]([I:32])[CH:27]=1>>[NH2:15][CH:4]([CH2:5][C:6]1[CH:7]=[C:8]([Br:14])[C:9]([O:13][CH2:25][C:26]2[CH:31]=[CH:30][CH:29]=[C:28]([I:32])[CH:27]=2)=[C:10]([Br:12])[CH:11]=1)[C:3]([OH:2])=[O:23]

Participants

3

Reactant 2

HCID 27593613-Iodobenzyl bromideHCID 14631438HCID 14631438, compound

Product 1

HCID 10231138HCID 10231138, compoundYield 38%

Procedure

Methyl-2-tert-butoxycarbonylamino-3-(3,5-dibromo-4-hydroxyphenyl)propionate (0.035 mmol) was coupled with 1-bromomethyl-3-iodobenzene and hydrolyzed using the method described in “General procedure for the preparation of Examples 8-22”. This gave 38% yield of 2-amino-3-[3,5-dibromo-4-(3-iodobenzyloxy)phenyl]propionic acid. LC/MS (electrospray): m/z 554 (M−1).

Workup

  1. customdescribed in “General procedure for the preparation of Examples 8-22”

Sources & evidence

ORD record
ord-0a83b65f3fc6476881f1cdf43115e57a
Source dataset
uspto-grants-2008_01
Patent number
US07319096B2

Reaction notes

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