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Glutaric Acid → HCID 178512828, compound

HRID 462908
Notes
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Reaction equation

HRID 462908 reaction equation
Cl.N(CCCCC(N)=O)C(N)=N.Cl.Cl.NCCCNCCCCNC(=O)C(O)O.C(O)(=O)CCCC(O)=O.Cl.Cl.Cl.[NH2:42][CH2:43][CH2:44][CH2:45][NH:46][CH2:47][CH2:48][CH2:49][CH2:50][NH:51][C:52](=[O:66])[CH:53]([NH:55][C:56](=[O:65])[CH2:57][CH2:58][CH2:59][CH2:60][NH:61][C:62]([NH2:64])=[NH:63])[OH:54]>O>[NH2:42][CH2:43][CH2:44][CH2:45][NH:46][CH2:47][CH2:48][CH2:49][CH2:50][NH:51][C:52](=[O:66])[CH:53]([NH:55][C:56](=[O:65])[CH2:57][CH2:58][CH2:59][CH2:60][NH:61][C:62]([NH2:64])=[NH:63])[OH:54]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 4

HCID 743Glutaric AcidHCID 133564GlyoxylylspermidineHCID 178478612HCID 178478612, compoundHCID 178479441HCID 178479441, compound

Product 1

HCID 178512828HCID 178512828, compoundYield 37.1%

Reagents, catalysts & solvents 1

HCID 962
Water
Solvent
2×

Conditions

Temperature
60 °C

Procedure

A mixture of 92.4 mg (0.48 mmole) of 5-guanidinopentanamide hydrochloride, 166.5 mg (0.57 mmole) of N-[4-(3-aminopropyl)aminobutyl]-2,2-dihydroxyethanamide dihydrochloride, 62.8 mg (0.48 mmole) of glutaric acid and 0.1 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 which was then purified in a manner similar to that in Example 1 using CM-Sephadex® C-25 (Na-type) and Sephadex® LH-20 to obtain 82.5 mg (37.1% yield) of a white powder of N-[4-(3-aminopropyl)aminobutyl]-2-(5-guanidinopentanamido)-2-hydroxyethanamide trihydrochloride.

Workup

  1. additionwas added to the reaction mixture which
  2. customwas then purified in a manner similar to that in Example 1 using CM-Sephadex®

Sources & evidence

ORD record
ord-7ecb292195b241efa5d2b94bfa3b0af0
Source dataset
uspto-grants-1985_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04518532

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes