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Glutaric Acid → HCID 178478607, compound

HRID 462915
Notes
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Reaction equation

HRID 462915 reaction equation
[ClH:1].[NH:2]([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH:11]=[CH:12][C:13]([NH2:15])=[O:14])[C:3]([NH2:5])=[NH:4].Cl.Cl.[NH2:18][CH2:19][CH2:20][CH2:21][NH:22][CH2:23][CH2:24][CH2:25][CH2:26][NH:27][C:28](=[O:32])[CH:29](O)[OH:30].C(O)(=O)CCCC(O)=O>O>[ClH:1].[ClH:1].[ClH:1].[NH2:18][CH2:19][CH2:20][CH2:21][NH:22][CH2:23][CH2:24][CH2:25][CH2:26][NH:27][C:28](=[O:32])[CH:29]([NH:15][C:13](=[O:14])[CH:12]=[CH:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][NH:2][C:3]([NH2:5])=[NH:4])[OH:30]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 743Glutaric AcidHCID 133564GlyoxylylspermidineHCID 178479426HCID 178479426, compound

Product 1

HCID 178478607HCID 178478607, compoundYield 87.9%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of 202.4 mg (0.86 mmole) of 8-guanidino-2-octenamide hydrochloride, 302.4 mg (1.04 mmoles) of N-[4-(3-aminopropyl)aminobutyl]-2,2-dihydroxyethanamide dihydrochloride, 113.9 mg (0.86 mmole) 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 128.3 mg (29.2% yield) of N-[4-(3-aminopropyl)aminobutyl]-2-(8-guanidino-2-octenamido)-2-hydroxyethanamide trihydrochloride.

Workup

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

Sources & evidence

ORD record
ord-6c1e68a718024487ad77d8396a8eeef4
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