Reaction equation
[C:1]([OH:16])(=O)/[CH:2]=[CH:3]/[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][C:12]([OH:14])=O.C([N:19]([CH2:22][CH3:23])CC)C.[CH2:24]([CH2:26][NH2:27])[OH:25].C1C[O:31]CC1>>[OH:25][CH2:24][CH2:26][NH:27][C:1](=[O:16])/[CH:2]=[CH:3]/[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][C:12]([NH:19][CH2:22][CH2:23][OH:31])=[O:14]Participants
5
Conditions
- Temperature
- -10 °C
Procedure
A solution of 5.74 g isobutylchloroformiate (42 mmol) in 50 ml THF was slowly added drop by drop in 30 minutes to a mixture containing 4.57 g traumatic acid (20 mmol) and 4.26 g triethylamine (42 mmol) in 150 ml anhydrous THF under stirring at -10° C. The mixture was maintained under stirring at -10° C. for 2 hours and subsequently at 0° C. for 15 hours. 3.5 g ethanolamine were slowly added drop by drop in 30 minutes.
Workup
- customin 30 minutes
- temperatureThe mixture was maintained
- stirringunder stirring at -10° C. for 2 hours and subsequently at 0° C. for 15 hours
- customin 30 minutes
Sources & evidence
- ORD record
- ord-310edeb4ef7b440795de98777deca484
- Source dataset
- uspto-grants-1997_04
- Patent number
- US05618842
Linked notes
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