Triethyl 2,2',2''-(1,4,7,10-tetraazacyclododecane-1,4,7-triyl)triacetate → HCID 67600976, compound

HRID 580761Notes

Reaction equation

HRID 580761 reaction equation
[CH2:1]([O:3][C:4]([CH2:6][N:7]1[CH2:18][CH2:17][NH:16][CH2:15][CH2:14][N:13]([CH2:19][C:20]([O:22][CH2:23][CH3:24])=[O:21])[CH2:12][CH2:11][N:10]([CH2:25][C:26]([O:28][CH2:29][CH3:30])=[O:27])[CH2:9][CH2:8]1)=[O:5])[CH3:2].[CH2:31]([N:35]([CH2:40][CH:41]1[CH2:43][O:42]1)[S:36]([CH3:39])(=[O:38])=[O:37])[CH2:32][CH2:33][CH3:34]>C(O)C>[CH2:31]([N:35]([S:36]([CH3:39])(=[O:38])=[O:37])[CH2:40][CH:41]([OH:42])[CH2:43][N:16]1[CH2:15][CH2:14][N:13]([CH2:19][C:20]([O:22][CH2:23][CH3:24])=[O:21])[CH2:12][CH2:11][N:10]([CH2:25][C:26]([O:28][CH2:29][CH3:30])=[O:27])[CH2:9][CH2:8][N:7]([CH2:6][C:4]([O:3][CH2:1][CH3:2])=[O:5])[CH2:18][CH2:17]1)[CH2:32][CH2:33][CH3:34]

Participants

4

Reactant 2

HCID 10906130Triethyl 2,2',2''-(1,4,7,10-tetraazacyclododecane-1,4,7-triyl)triacetateHCID 86754142HCID 86754142, compound

Product 1

HCID 67600976HCID 67600976, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

200 ml of absolute ethanol is poured over 8.61 g (20 mmol) of N,N',N"-tris-(ethoxycarbonylmethyl)-1,4,7,10-tetraazacyclododecane (produced according to DE 36 25 417 A1) in a bomb tube. After 4.15 g (20 mmol) of N-butyl-N-[(2-oxiranyl)-methyl]-methanesulfonic acid amide is added (Example 2a), the bomb tube is closed, flushed with nitrogen, and the resulting reaction mixture is heated for 16 hours to 90° C. After the reaction (TLC control) is completed, the solvent is evaporated in a vacuum and the yellowish, oily residue is chromatographed on silica gel (eluent: chloroform/methanol; methanol: 0-80%).

Workup

  1. customthe bomb tube is closed
  2. customflushed with nitrogen
  3. customthe resulting reaction mixture
  4. temperatureis heated for 16 hours to 90° C
  5. customAfter the reaction (TLC control)
  6. customthe solvent is evaporated in a vacuum
  7. customthe yellowish, oily residue is chromatographed on silica gel (eluent: chloroform/methanol; methanol: 0-80%)

Sources & evidence

ORD record
ord-ede51fa60aa3499785d09c062c1c6929
Source dataset
uspto-grants-1999_07
Patent number
US05919431

Reaction notes

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