Glutaric Acid → HCID 178512808, compound

HRID 462910

Reaction equation

HRID 462910 reaction equation
Cl.N(CCCCCCC(N)=O)C(N)=N.Cl.Cl.NCCCNCCCCNC(=O)C(O)O.C(O)(=O)CCCC(O)=O.Cl.Cl.Cl.[NH2:44][CH2:45][CH2:46][CH2:47][NH:48][CH2:49][CH2:50][CH2:51][CH2:52][NH:53][C:54](=[O:70])[CH:55]([NH:57][C:58](=[O:69])[CH2:59][CH2:60][CH2:61][CH2:62][CH2:63][CH2:64][NH:65][C:66]([NH2:68])=[NH:67])[OH:56]>O>[NH2:44][CH2:45][CH2:46][CH2:47][NH:48][CH2:49][CH2:50][CH2:51][CH2:52][NH:53][C:54](=[O:70])[CH:55]([NH:57][C:58](=[O:69])[CH2:59][CH2:60][CH2:61][CH2:62][CH2:63][CH2:64][NH:65][C:66]([NH2:68])=[NH:67])[OH:56]

Participants

6

Reactant 4

HCID 743Glutaric AcidHCID 133564GlyoxylylspermidineHCID 178478610HCID 178478610, compoundHCID 178479429HCID 178479429, compound

Product 1

HCID 178512808HCID 178512808, compoundYield 39%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Conditions

Temperature
60 °C

Procedure

A mixture of 360 mg (1.62 mmoles) of 7-guanidinoheptanamide hydrochloride, 568 mg (1.94 mmoles) of N-[4-(3-aminopropyl)aminobutyl]-2,2-dihydroxyethanamide dihydrochloride, 214 mg (1.62 mmoles) of glutaric acid and 0.36 ml of water was heated at 60° C. for 24 hours. After completion of the reaction, 5 ml of water was added to the reaction mixture and the resulting mixture was purified in a manner similar to that in Example 1, using CM-Sephadex® C-25 (Na-type) and Sephadex® LH-20 to obtain 317 mg (39% yield) of a white powder of N-[4-(3-aminopropyl)aminobutyl]-2-(7-guanidinoheptanamido)-2-hydroxyethanamide trihydrochloride.

Workup

  1. additionwas added to the reaction mixture
  2. customthe resulting mixture was purified in a manner similar to that in Example 1

Sources & evidence

ORD record
ord-89bca08c32784ea2b7a91ac5492d07d9
Source dataset
uspto-grants-1985_05
Patent number
US04518532

Linked notes

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