Glutaric Acid → HCID 178512807, compound

HRID 462914

Reaction equation

Cl.N(CCCCC=CC(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])[CH:59]=[CH: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])[CH:59]=[CH:60][CH2:61][CH2:62][CH2:63][CH2:64][NH:65][C:66]([NH2:68])=[NH:67])[OH:56]

Participants

Conditions

Temperature: 60 °C

Procedure

A mixture of 234.5 mg (1.06 mmoles) of 7-guanidino-2-heptenamide hydrochloride, 372.3 mg (1.27 mmoles) of N-[4-(3-aminopropyl)aminobutyl]-2,2-dihydroxyethanamide dihydrochloride, 140.4 mg (1.06 mmoles) of glutaric acid and 0.2 ml of water was heated at 60° C. for 24 hours. After completion of the reaction, the reaction 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 244.6 mg (46.5% yield) of a white powder of N-[4-(3-aminopropyl)aminobutyl]-2-(7-guanidino-2-heptenamido)-2-hydroxyethanamide trihydrochloride.

Workup

customAfter completion of the reaction
customthe reaction mixture was purified in a manner similar to that in Example 1 using CM-Sephadex®

Sources & evidence

ORD record: ord-7b5e551b8e8b4ac4a80b1dc4e1c7555c
Source dataset: uspto-grants-1985_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04518532

Linked notes

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