2-Methylimidazole → N-(4-iodobenzyl)-N-valeryl-L-valine

HRID 2425730Notes

Reaction equation

HRID 2425730 reaction equation
[I:1][C:2]1[CH:16]=[CH:15][C:5]([CH2:6][NH:7][C@H:8]([C:12]([OH:14])=[O:13])[CH:9]([CH3:11])[CH3:10])=[CH:4][CH:3]=1.[C:17](Cl)(=[O:22])[CH2:18][CH2:19][CH2:20][CH3:21].CC1NC=CN=1>>[I:1][C:2]1[CH:16]=[CH:15][C:5]([CH2:6][N:7]([C:17](=[O:22])[CH2:18][CH2:19][CH2:20][CH3:21])[C@H:8]([C:12]([OH:14])=[O:13])[CH:9]([CH3:11])[CH3:10])=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 127492-MethylimidazoleHCID 61186Valeryl chlorideHCID 67247072HCID 67247072, compound

Product 1

HCID 67245353N-(4-iodobenzyl)-N-valeryl-L-valineYield 64%

Procedure

In a manner similar to Example 5 and starting from 800 mg (2.40 mmol) of N-(4-iodobenzyl)-L-Valine, 0.47 mL (3.84 mmol) of valeryl chloride and 296 mg (3.60 mmol) of 2-methylimidazole, 635 mg (64%) of N-(4-iodobenzyl)-N-valeryl-L-Valine is obtained. The solid is recrystallised from a mixture of EtOH:H2O 1:1.

Sources & evidence

ORD record
ord-7a8d1d2e6c6841aa9468855acc288da2
Source dataset
uspto-grants-2011_06
Patent number
US07964749B2

Reaction notes

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