Hydrochloride methanol → HCID 178496804, compound

HRID 703393Notes

Reaction equation

HRID 703393 reaction equation
[ClH:1].Cl.Cl.[NH2:4][CH2:5][CH2:6][CH2:7][NH:8][CH2:9][CH2:10][CH2:11][CH2:12][NH:13][C:14](=[O:30])[CH:15]([NH:17][C:18](=[O:29])[CH:19]=[CH:20][CH2:21][CH2:22][CH2:23][CH2:24][NH:25][C:26]([NH2:28])=[NH:27])[OH:16].Cl.[CH3:32]O>CO>[ClH:1].[ClH:1].[ClH:1].[NH2:4][CH2:5][CH2:6][CH2:7][NH:8][CH2:9][CH2:10][CH2:11][CH2:12][NH:13][C:14](=[O:30])[CH:15]([NH:17][C:18](=[O:29])[CH:19]=[CH:20][CH2:21][CH2:22][CH2:23][CH2:24][NH:25][C:26]([NH2:28])=[NH:27])[O:16][CH3:32]

Participants

4

Reactant 2

HCID 21893726Hydrochloride methanolHCID 178478608HCID 178478608, compound

Product 1

HCID 178496804HCID 178496804, compoundYield 72.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 50.3 mg (0.10 mmole) of N-[4-(3-aminopropyl)aminobutyl]-2-(7-guanidino-2-heptenamido)-2-hydroxyethanamide trihydrochloride in 1 ml of anhydrous methanol was added 0.1 ml of 2N hydrogen chloride-methanol. The mixture was stirred overnight at room temperature and the reaction mixture was concentrated under reduced pressure. The residue was purified in a manner similar to that in Example 7 using CM-Sephadex® C-25 (Na-type) and Sephadex® LH-20 to obtain 37.2 mg (72.4% yield) of N-[4-(3-aminopropyl)aminobutyl]-2-(7-guanidino-2-heptenamido)-2-methoxyethanamide trihydrochloride.

Workup

  1. concentrationthe reaction mixture was concentrated under reduced pressure
  2. customThe residue was purified in a manner similar to that in Example 7 using CM-Sephadex®

Sources & evidence

ORD record
ord-6e8f477395c94f138435957f11d934a7
Source dataset
uspto-grants-1991_01
Patent number
US04983328

Reaction notes

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