D-Lactic Acid → HCID 13923246, compound
Reaction equation
[C:1]([OH:6])(=[O:5])[C@@H:2]([CH3:4])[OH:3].[CH3:7][C:8]1([CH3:19])[CH2:16][NH:15][C:14]2([CH3:17])[N:10]([C:11](=[O:18])[CH2:12][CH2:13]2)[CH2:9]1>>[C:1]([OH:6])(=[O:5])[C@@H:2]([CH3:4])[OH:3].[CH3:7][C:8]1([CH3:19])[CH2:16][NH:15][C:14]2([CH3:17])[N:10]([C:11](=[O:18])[CH2:12][CH2:13]2)[CH2:9]1Participants
Conditions
- Temperature
- 25 °C
Procedure
2740 g (1 mole) of purified 3.3% strength by weight aqueous D(-)-lactic acid are initially taken, and 182 g (1 mole) of racemic 3,3,6-trimethyl-9-oxo-1,5-diazabicyclo[4.3.0]nonane are introduced slowly at 22° C. The reaction is slightly exothermic, and the temperature increases to 25° C. Stirring is continued for 1 hour, and the mixture is evaporated down in a rotary evaporator at a maximum bath temperature of 70° C. and under 30 mm Hg. 277 g of residue are obtained in the form of a reddish oil, to which 300 ml of tetrahydrofuran are added while stirring. After about 1 hour, the suspension containing the precipitated colorless crystals is cooled to -5° C. and stirred for half an hour at this temperature, and the product is washed with 3×50 ml of tetrahydrofuran at -20° C. and dried in a drying oven at 50° C.
Workup
- customthe mixture is evaporated down in a rotary evaporator at a maximum bath temperature of 70° C.
Sources & evidence
- ORD record
- ord-71693dc9aa6142f8a6d42d48ca84230d
- Source dataset
- uspto-grants-1991_02
- Patent number
- US04995899
Reaction notes
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