3,6,9,15-Tetraazabicyclo(9.3.1)pentadeca-1(15),11,13-triene → 2-(3,6,9,15-Tetraazabicyclo[9.3.1]pentadeca-1(15),11,13-trien-3-yl)pentanedioic acid diethyl ester
Reaction equation
[C:1]12[N:15]=[C:11]([CH:12]=[CH:13][CH:14]=1)[CH2:10][NH:9][CH2:8][CH2:7][NH:6][CH2:5][CH2:4][NH:3][CH2:2]2.Br[CH:17]([CH2:23][CH2:24][C:25]([O-:27])=[O:26])[C:18]([O:20][CH2:21][CH3:22])=[O:19].O.[C:29](#N)[CH3:30]>>[CH2:21]([O:20][C:18](=[O:19])[CH:17]([N:3]1[CH2:4][CH2:5][NH:6][CH2:7][CH2:8][NH:9][CH2:10][C:11]2[N:15]=[C:1]([CH:14]=[CH:13][CH:12]=2)[CH2:2]1)[CH2:23][CH2:24][C:25]([O:27][CH2:29][CH3:30])=[O:26])[CH3:22]Participants
4
Conditions
- Temperature
- 50 °C
Procedure
10 mg of 3,6,9,15-tetraazabicyclo[9.3.1]pentadeca-1(14),11(15),12-triene (48.5 μmol) are dissolved in a water-acetonitrile mixture (170 μl of acetonitrile and 7 μl of water). After the addition of 10 μl of TEA (1.4 eq), the mixture is heated to 50° C. and then 13 mg of ethyl bromoglutarate (1 eq) are added. The medium is stirred at 50° C. for 18 h.