N,N-Dimethyl-1,3-propanediamine → N-(3'-Dimethylaminopropyl)-aspartic acid-4-isopropyl ester

HRID 2286014Notes

Reaction equation

HRID 2286014 reaction equation
[CH:1]([O:4][C:5](=[O:11])/[CH:6]=[CH:7]\[C:8]([OH:10])=[O:9])([CH3:3])[CH3:2].[CH3:12][N:13]([CH3:18])[CH2:14][CH2:15][CH2:16][NH2:17]>C(N(CC)CC)C>[CH:1]([O:4][C:5](=[O:11])[CH2:6][C@@H:7]([C:8]([OH:10])=[O:9])[NH:17][CH2:16][CH2:15][CH2:14][N:13]([CH3:18])[CH3:12])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 7993N,N-Dimethyl-1,3-propanediamineHCID 6436106Monoisopropyl maleate

Product 1

HCID 54445499N-(3'-Dimethylaminopropyl)-aspartic acid-4-isopropyl esterYield 94.7%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

395.2 g (2.5 mols) of maleic acid-monoisopropyl ester, 500 ml of triethylamine and 306.5 g (2.5 mols+20% excess) of 3-dimethylaminopropylamine are reacted according to Example 1, and the reaction product is subsequently purified to yield 616.4 g (94.7% of theory) of a white crystalline aspartic acid derivative of which the melting point is 163.5°-165.5° C.

Workup

  1. customthe reaction product is subsequently purified

Sources & evidence

ORD record
ord-e352994ac067463fa62996e4163fb7f0
Source dataset
uspto-grants-1982_04
Patent number
US04326069

Reaction notes

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