Triethyl 2,2',2''-(1,4,7,10-tetraazacyclododecane-1,4,7-triyl)triacetate → HCID 67600263, compound

HRID 580767Notes

Reaction equation

HRID 580767 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].[CH3:31][C:32]1([CH3:43])[O:36][CH2:35][CH:34]([CH2:37][NH:38][S:39]([CH3:42])(=[O:41])=[O:40])[O:33]1>C(O)C>[CH3:31][C:32]1([CH3:43])[O:36][CH2:35][CH:34]([CH2:37][N:38]([S:39]([CH3:42])(=[O:40])=[O:41])[CH2:31][CH:32]([OH:33])[CH2:43][N:16]2[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]2)[O:33]1

Participants

4

Reactant 2

HCID 10906130Triethyl 2,2',2''-(1,4,7,10-tetraazacyclododecane-1,4,7-triyl)triacetateHCID 54158307HCID 54158307, compound

Product 1

HCID 67600263HCID 67600263, 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 5.31 g (20 mmol) of N-[(3,3-dimethyl-2,4-dioxa-cyclopentyl)-methyl]-methanesulfonic acid amide is added (Example 21), 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-466d0477b74f4d6795123b05ab9634b5
Source dataset
uspto-grants-1999_07
Patent number
US05919431

Reaction notes

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