Triethylamine → HCID 22865249, compound

HRID 742197Notes

Reaction equation

HRID 742197 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][C@@H:5]1[NH:9][C:8](=[O:10])[N:7]([C:11]2[CH:12]=[C:13]([CH:17]=[CH:18][CH:19]=2)[C:14]([OH:16])=[O:15])[C:6]1=[O:20].[C:21](=O)([O:29]C1C=CC([N+]([O-])=O)=CC=1)[O:22][CH:23]([O:25][C:26](=[O:28])[CH3:27])[CH3:24].C(N(CC)CC)C>CN(C=O)C>[C:26]([O:25][CH:23]([O:22][C:21]([NH:1][CH2:2][CH2:3][CH2:4][C@@H:5]1[NH:9][C:8](=[O:10])[N:7]([C:11]2[CH:12]=[C:13]([CH:17]=[CH:18][CH:19]=2)[C:14]([OH:16])=[O:15])[C:6]1=[O:20])=[O:29])[CH3:24])(=[O:28])[CH3:27]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 10492767HCID 10492767, compoundHCID 117805601-acetoxyethyl p-nitrophenyl carbonate

Product 1

HCID 22865249HCID 22865249, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

2.50 g (7.97 mmol) of 3-(5-(S)-3-aminopropyl-2,4-dioxoimidazolidin-3-yl)benzoic acid and 2.15 g (7.97 mmol) of 1-acetoxyethyl p-nitrophenyl carbonate are dissolved in 50 ml of DMF, treated with 3.33 ml (24 mmol) of triethylamine and stirred at room temperature for 3 d. The mixture is concentrated in vacuo and the residue is chromatographed on silica gel (dichloromethane/methanol/glacial acetic acid).

Workup

  1. concentrationThe mixture is concentrated in vacuo
  2. customthe residue is chromatographed on silica gel (dichloromethane/methanol/glacial acetic acid)

Sources & evidence

ORD record
ord-2fefdbe385514a75bd65cc284a4feeff
Source dataset
uspto-grants-1996_09
Patent number
US05554594

Reaction notes

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